Enantioselective Synthesis of (+)-Isolysergol via Ring-Closing Metathesis

被引：43

作者：

Deck, Jason A. ^{[1
]}

Martin, Stephen F. ^{[1
]}

机构：

[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 11期

基金：

美国国家卫生研究院;

关键词：

FUSED NITROGEN-HETEROCYCLES; LYSERGIC-ACID; OLEFIN-METATHESIS; ERGOT ALKALOIDS; ASYMMETRIC-SYNTHESIS; (&/-)-LYSERGIC ACID; (+/-)-LYSERGIC ACID; (+)-LYSERGIC ACID; MANZAMINE-A; CYCLIZATION;

D O I：

10.1021/ol100819f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first enantioselective synthesis of (+)-isolysergol was completed in 12 steps from commercially available materials by a novel approach that features a late stage microwave-mediated, diastereomeric ring-closing metathesis catalyzed by a chiral molybdenum catalyst to simultaneously form the D ring and set the stereocenter at C(8).

引用

页码：2610 / 2613

页数：4

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