Rapid Total Syntheses Utilizing "Supersilyl" Chemistry

被引：55

作者：

Albert, Brian J. ^{[1
]}

Yamaoka, Yousuke ^{[1
]}

Yamamoto, Hisashi ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 11期

关键词：

aldol reaction; natural products; supersilyl; synthetic methods; total synthesis; ALDOL CASCADE REACTION; BUTYROLACTONE->1,3-DIOL STRATEGY; TOLYPOTHRIX PENTAETHER; ISOTACTIC POLYMETHOXY-1-ALKENES; ABSOLUTE STEREOCHEMISTRY; NATURAL-PRODUCTS; RAIN-FOREST; POLYETHERS; ACID; POLYKETIDES;

D O I：

10.1002/anie.201007210

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In short order: The shortest total syntheses of natural product EBC-23 (see scheme, PMB=para-methoxybenzyl, TMS=trimethylsilyl) and a polymethoxy-1-alkene to date have been accomplished in just ten total steps each from commercially available chemicals. The syntheses took advantage of highly diastereoselective supersilyl-directed cascade polyaldol reactions. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：2610 / 2612

页数：3

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