In Silico Inspired Total Synthesis of (-)-Dolabriferol

被引:14
作者
Currie, Russell H. [1 ]
Goodman, Jonathan M. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Unilever Ctr Mol Sci Informat, Cambridge CB2 8PH, England
基金
英国工程与自然科学研究理事会;
关键词
aldol reaction; asymmetric synthesis; biomimetic synthesis; natural products; polyketides; LACTATE-DERIVED KETONES; ANTI-ALDOL REACTIONS; PI-FACE SELECTIVITY; ENANTIOSELECTIVE SYNTHESIS; POLYPROPIONATE SYNTHESIS; DOLABRIFEROL; REDUCTION; PROGRAM; MOIETY; ROBIA;
D O I
10.1002/anie.201109080
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Going retro: The diazabicycloundecane-induced retro-Claisen rearrangement of a linear precursor serves as the key step to form the hindered ester of the polypropionate dolabriferol (1, see scheme, PMB=p-methoxybenzyl, PMP=p-methoxyphenyl, TES=triethylsilyl). The rearrangement is thought to mimic the biosynthetic formation of 1. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4695 / 4697
页数:3
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