利用cmmp介导Mitsunobu反应的手性醇的迭代组装

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC Synthesis-Stuttgart Pub Date : 2023-09-13 DOI:10.1055/a-2175-1271

Kei Kitamura, Saki Ise, Tetsuto Tsunoda, Hiroto Kaku

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引用次数: 0

摘要

我们在此报告了利用氰乙烯三甲基磷烷(CMMP)介导的Mitsunobu反应的手性醇构建块的迭代组装。以1,3-苯二噻唑四氧化物(BDT)为平台，制备了具有多个立体中心的长链饱和化合物，并在此过程中得到天然产物聚类异戊二烯。选择性保护的手性1,3-丁二醇在构建高立体控制的1,5-二甲基支链阵列的迭代链延伸中起关键作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Iterative Assembly of Chiral Alcohols Utilizing CMMP-mediated Mitsunobu Reactions

We report herein an iterative assembly of chiral alcohol building blocks utilizing cyanomethylene trimethylphosphorane (CMMP)-mediated Mitsunobu reactions. 1,3-Benzodithiole tetraoxide (BDT) was used as the platform to prepare long-chain saturated compounds with multiple stereocenters en route to polyisoprenoid natural products. Selectively protected chiral 1,3-butanediols played a key role in iterative chain elongation for the construction of 1,5-dimethyl branched arrays with high stereocontrol.

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来源期刊

Synthesis-Stuttgart 化学-有机化学

CiteScore

4.50

自引率

7.70%

发文量

435

审稿时长

1 months

期刊介绍： SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.