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New, convenient route for trifluoromethylation of steroidal molecules 甾体分子三氟甲基化的新便捷途径
Pub Date : 2010-06-20 DOI: 10.1039/A706552C
X. Fei, W. Tian, Qing‐Yun Chen
A new convenient route for direct trifluoromethylation of steroidal compounds is described. Steroidal alkenyl bromides, derived from steroidal unsaturated ketones, react with FO2SCF2CO2Me in the presence of CuI in DMF to give the corresponding trifluoromethylated steroids in good yields (70–91%).
介绍了甾体化合物直接三氟甲基化的新途径。甾体烯基溴衍生自甾体不饱和酮,在DMF中有CuI存在的情况下与FO2SCF2CO2Me反应,得到相应的三氟甲基化甾体,产率很高(70-91%)。
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引用次数: 22
Facile preparation of N-methyl secondary amines by titanium(IV) isopropoxide-mediated reductive amination of carbonyl compounds 异丙醇钛介导羰基化合物还原胺化制备n -甲基仲胺
Pub Date : 2010-06-18 DOI: 10.1039/A803703E
K. A. Neidigh, M. Avery, J. Williamson, S. Bhattacharyya
A simple, mild and efficient procedure for obtaining N-methyl secondary amines from aldehydes and ketones is reported. Treatment of carbonyl compounds with methylamine hydrochloride, triethylamine and titanium(IV) isopropoxide, followed by in situ sodium borohydride reduction and straightforward aqueous work-up, affords clean products in good to excellent yields.
报道了一种简单、温和、高效的从醛类和酮类中提取n -甲基仲胺的方法。用盐酸甲胺、三乙胺和异丙醇钛(IV)处理羰基化合物,然后进行原位硼氢化钠还原和直接的水处理,可获得收率高至优异的清洁产品。
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引用次数: 38
The stereochemistry of the vinylogous Peterson elimination 葡萄皮特森消去的立体化学
Pub Date : 2010-06-18 DOI: 10.1039/A804090G
I. Fleming, I. Morgan, A. K. Sarkar
Base-induced eliminations of the vinylogous β-hydroxysilanes 7, 9, 11 and 12 are stereospecifically syn, giving largely the trans,trans-diene 8 from 7 and 11, the cis,trans-diene 10 from 9, and the trans,cis-diene 13 from 12. When a cis double bond is produced, it is selectively placed adjacent to the carbon atom that originally carried the hydroxy group. E2′ Reactions with silyl as the electrofugal group and acetate as the nucleofugal group, initiated by fluoride ion, are not stereospecific, but can be highly stereoselective in favour of the trans,trans-diene 8 when the carbon substituent at the silicon-bearing end is a cyclohexyl group and the double bond is cis, and in favour of the trans,cis-diene 13 when the carbon substituent at the silicon-bearing end is a methyl group and the double bond is trans. Attempts to use the Peterson reactions to make o-quinodimethanes stereospecifically failed, with no evidence of 1,4-elimination from the alcohols 40 and 41. The corresponding E2′ reaction from the esters using fluoride ion on the acetates or formates 46 and 47 gave stereoselectively the E,E-quinodimethane 48.
碱基诱导的葡萄状β-羟基硅烷7、9、11和12的消去是立体特异性的,从7和11得到反式、反式二烯8,从9得到顺式、反式二烯10,从12得到反式、顺式二烯13。当产生顺式双键时,它被选择性地放置在原来携带羟基的碳原子附近。E2的反应与甲硅烷基乙酸electrofugal组和nucleofugal集团由氟离子,不立体定向,但是可以高度立体选择支持反式,trans-diene 8时碳取代基silicon-bearing一端是环己基组和双键cis,支持反式,cis-diene 13当碳取代基silicon-bearing一端是一个甲基和反式双键。用彼得森反应合成邻喹啉二甲烷的尝试失败了,因为没有证据表明1,4从醇40和醇41中被消去。氟离子在酯类和甲酸酯46和甲酸酯47上的E2′反应立体选择性地得到E,E-喹诺二甲烷48。
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引用次数: 26
Cycloadditions in synthesis 合成中的环加成
Pub Date : 2010-06-16 DOI: 10.1039/A803583K
C. Dell
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引用次数: 92
The synthesis of novel 3′,5′-homocyclic nucleotides as potential anti-HIV agents 作为潜在抗hiv药物的新型3 ',5 ' -同环核苷酸的合成
Pub Date : 2010-06-14 DOI: 10.1039/A900800D
M. Drew, S. Gorsuch, Jayne H. M. Gould, J. Mann
(5S)-(5-tert-Butyldimethylsiloxymethyl)furan-2(5H)-one has been converted into cytosine 2′,3′-dideoxy-3′,5′-homocyclic monophosphate (and its 5-fluoro congener) together with an adenosine homocyclic monophosphate. These were designed as inhibitors of HIV reverse transcriptase although they did not possess such activity.
(5S)-(5-叔丁基二甲基硅氧甲基)呋喃-2(5H)- 1与腺苷同环单磷酸一起转化为胞嘧啶2′,3′-二脱氧-3′,5′-同环单磷酸(及其5-氟同系物)。这些被设计为HIV逆转录酶抑制剂,尽管它们不具有这种活性。
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引用次数: 4
Saturated and unsaturated lactones 饱和和不饱和内酯
Pub Date : 2010-06-13 DOI: 10.1039/A808137I
I. Collins
Covering: 1 November 1996 to 31 October 1997Previous review: Contemp. Org. Synth., 1997, 4, 281
覆检日期:1996年11月1日至1997年10月31日Org。Synth。, 1997, 4,281
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引用次数: 118
Synthesis of aromatic heterocycles 芳香族杂环的合成
Pub Date : 2010-06-12 DOI: 10.1039/A904578C
T. L. Gilchrist
Covering March 1999 to February 2001. Previous review: J. Chem. Soc., Perkin Trans. 1, 1999, 2849
涵盖1999年3月至2001年2月既往回顾:J. Chem。Soc。[j] .地理学报,1999,(1):349
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引用次数: 216
Imines, enamines and oximes 亚胺,胺和肟
Pub Date : 2010-06-09 DOI: 10.1039/A808142E
Joseph P. Adams
Covering: January 1997 to December 1998Continuing the coverage in Contemp. Org. Synth., 1997, 4, 517 p
报道:1997年1月至1998年12月《当代》继续报道。Org。Synth。, 1997, 4,517页
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引用次数: 189
An efficient semisynthesis of 7-deoxypaclitaxel from taxine 7-去氧紫杉醇半合成的研究
Pub Date : 2010-06-09 DOI: 10.1039/A907288H
R. Saicic, R. Matovic
A semisynthesis of 7-deoxypaclitaxel 4 is described, starting from taxine 6 – the most abundant naturally occurring taxane diterpene fraction. A key step in this transformation is a tandem reaction: stereoselective osmylation of cinnamic ester 14/intramolecularly assisted methanolysis of 16, which gives the key intermediate 5, along with the optically pure ester 17 – a precursor for the synthesis of the paclitaxel side-chain. In this way, the cinnamoyltaxicine 9 is converted into 7-deoxybaccatin III 25 in 11 steps, and in 15% overall yield.
本文描述了以天然存在的最丰富的紫杉烷二萜馏分-紫杉烷6为起始原料,半合成7-去氧紫杉醇4。这种转化的关键步骤是串联反应:肉桂酯14的立体选择性渗透化/分子内辅助甲醇分解16,得到关键中间体5,以及光学纯酯17,这是合成紫杉醇侧链的前体。通过这种方法,肉桂基的士素9通过11步转化为7-脱氧巴accatin III 25,总产率为15%。
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引用次数: 9
Carboxylic acids and esters 羧酸和酯
Pub Date : 2010-06-08 DOI: 10.1039/A808136K
A. Franklin
Covering: 1 August 1997 to 31 July 1998Previous review: J. Chem. Soc., Perkin Trans. 1, 1998, 2451
涵盖日期:1997年8月1日至1998年7月31日Soc。[j] .中国科学院学报,1998,24 (1):451
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引用次数: 33
期刊
Journal of The Chemical Society-perkin Transactions 1
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