Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0207
S. Makai, Eric Falk, B. Morandi
{"title":"Preparation of O-Pivaloyl Hydroxylamine Triflic Acid","authors":"S. Makai, Eric Falk, B. Morandi","doi":"10.15227/orgsyn.097.0207","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0207","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339649","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0327
Nicholas J Fastuca, Alice R Wong, Victor W Mak, Sarah E Reisman
A flame-dried 1L, three-necked round-bottomed flask with 24/40 joints and a 1.5” Teflon coated egg-shaped magnetic stir bar is brought into a nitrogen filled glovebox (Note 2). The flask is charged with gallium (III) chloride (5.0 g, 28.4 mmol, 1.0 equiv) (Notes 3 and 4). The flask is sealed with three rubber septa (one of which is fitted with an internal temperature probe) brought out of the glovebox, and put under positive pressure of nitrogen via a needle attached to a nitrogen line. Another flame-dried 1L, three-necked round-bottomed flask with 24/40 joints and a 1.5” Teflon coated egg-shaped magnetic stir bar is charged with (S)-(–)-1,1’-bi(2-naphthol) ((S)-BINOL, (S)-1) (16.26 g, 56.8 mmol, 2.0 equiv) (Note 5). The flask is sealed with three rubber septa (one of which is fitted with a thermometer) and evacuated and backfilled with nitrogen three times (5 minutes under vacuum per cycle). A flame-dried 500 mL round-bottomed flask with a 24/40 joint and a 1” Teflon coated egg-shaped magnetic stir bar is charged with sodium tert-butoxide (10.92 g,
{"title":"Asymmetric Michael Addition of Dimethyl Malonate to 2-Cyclopenten-1-one Catalyzed by a Heterobimetallic Complex.","authors":"Nicholas J Fastuca, Alice R Wong, Victor W Mak, Sarah E Reisman","doi":"10.15227/orgsyn.097.0327","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0327","url":null,"abstract":"A flame-dried 1L, three-necked round-bottomed flask with 24/40 joints and a 1.5” Teflon coated egg-shaped magnetic stir bar is brought into a nitrogen filled glovebox (Note 2). The flask is charged with gallium (III) chloride (5.0 g, 28.4 mmol, 1.0 equiv) (Notes 3 and 4). The flask is sealed with three rubber septa (one of which is fitted with an internal temperature probe) brought out of the glovebox, and put under positive pressure of nitrogen via a needle attached to a nitrogen line. Another flame-dried 1L, three-necked round-bottomed flask with 24/40 joints and a 1.5” Teflon coated egg-shaped magnetic stir bar is charged with (S)-(–)-1,1’-bi(2-naphthol) ((S)-BINOL, (S)-1) (16.26 g, 56.8 mmol, 2.0 equiv) (Note 5). The flask is sealed with three rubber septa (one of which is fitted with a thermometer) and evacuated and backfilled with nitrogen three times (5 minutes under vacuum per cycle). A flame-dried 500 mL round-bottomed flask with a 24/40 joint and a 1” Teflon coated egg-shaped magnetic stir bar is charged with sodium tert-butoxide (10.92 g,","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9128456/pdf/nihms-1808558.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10254905","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0157
C. Lee
{"title":"Synthesis of α-Bromoacetyl MIDA Boronate","authors":"C. Lee","doi":"10.15227/orgsyn.097.0157","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0157","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339432","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0096
Joseph R. Lizza
{"title":"Synthesis of 4-Nitrophenyl (2,2,6,6-Tetramethylpiperidin-1-yl) Carbonate (NPTC) for N-Protection of L-Phenylalanine Ethyl Ester","authors":"Joseph R. Lizza","doi":"10.15227/orgsyn.097.0096","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0096","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67338932","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0038
J. Klepp
{"title":"Preparation of (-)-Levoglucosenone from Cellulose Using Sulfuric Acid in Polyethylene Glycol","authors":"J. Klepp","doi":"10.15227/orgsyn.097.0038","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0038","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339083","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/ORGSYN.097.0125
H. Konishi
Palladium-catalyzed carbonylation of organic (pseudo)halides has received much attention because of its versatility for the synthesis of carbonyl-containing compounds. This article discusses the preparation of 2,4,6-trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate using Pd-catalyzed external-CO-free carbonylation. It also discusses the characterization data of 2,4,6-trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate. Keywords: Pd-Catalysis; 2,4,6-Trichlorophenyl formate; 2,4,6-Trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate; 3,4-Dihydronaphthalen-2-yl trifluoromethanesulfonate
{"title":"Pd-Catalyzed External-CO-Free Carbonylation: Preparation of 2,4,6-Trichlorophenyl 3,4- Dihydronaphthalene-2-Carboxylate","authors":"H. Konishi","doi":"10.15227/ORGSYN.097.0125","DOIUrl":"https://doi.org/10.15227/ORGSYN.097.0125","url":null,"abstract":"Palladium-catalyzed carbonylation of organic (pseudo)halides has received much attention because of its versatility for the synthesis of carbonyl-containing compounds. This article discusses the preparation of 2,4,6-trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate using Pd-catalyzed external-CO-free carbonylation. It also discusses the characterization data of 2,4,6-trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate. Keywords: Pd-Catalysis; 2,4,6-Trichlorophenyl formate; 2,4,6-Trichlorophenyl 3,4-dihydronaphthalene-2-carboxylate; 3,4-Dihydronaphthalen-2-yl trifluoromethanesulfonate","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339561","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0217
Mathieu A. Morin
{"title":"Preparation of a Z-Iodoalkene through Stork-Zhao-Wittig Olefination, Stereo-retentive Lithium–iodine Exchange and Z-Boronic acid Pinacol Ester Synthesis","authors":"Mathieu A. Morin","doi":"10.15227/orgsyn.097.0217","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0217","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339720","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2020-01-01DOI: 10.15227/orgsyn.097.0294
Nathaniel D. Kaetzel
{"title":"Oxidation of Aldehydes to Nitriles with an Oxoammonium Salt: Preparation of Piperonylonitrile","authors":"Nathaniel D. Kaetzel","doi":"10.15227/orgsyn.097.0294","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0294","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339853","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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