A catalytic route to acyclic chiral building blocks: Applications of the catalytic asymmetric conjugate addition of organozinc reagents to cyclic enones

被引：9

作者：

Jagt, RBC ^{[1
]}

Imbos, R ^{[1
]}

Naasz, R ^{[1
]}

Minnaard, AJ ^{[1
]}

Feringa, BL ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands

来源：

ISRAEL JOURNAL OF CHEMISTRY | 2001年 / 41卷 / 04期

关键词：

D O I：

10.1560/NHK0-C8JE-27G9-NUB3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Through the Cu-phosphoramidite-catalyzed asymmetric conjugate addition a number of chiral cyclic enones are available with high ee. Here we report the sequential conjugate addition to these enones as a route towards multisubstituted chiral cyclic ketones. A subsequent Baeyer-Villiger oxidation followed by ring-opening results in various linear synthons containing multiple stereocenters. This procedure represents a short, catalytic, and highly enantioselective route to a variety of acyclic chiral building blocks.

引用

页码：221 / 229

页数：9

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