Enantioselective Syntheses of Bicyclic Lactams Based on Iridium-Catalyzed Asymmetric Allylic Substitution and Heck Cyclization

被引：12

作者：

Satyanarayana, Gedu ^{[1
]}

Helmchen, Guenter ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 11期

关键词：

Asymmetric catalysis; Synthetic methods; Lactams; Cyclization; Enantioselectivity; Iridium; Palladium; STEREOSELECTIVE-SYNTHESIS; PHOSPHORAMIDITE LIGAND; CINCHONA ALKALOIDS; AMINATION; DERIVATIVES; PYRROLIDINES; ALLYLAMINES; ALLYLATION; AMMONIA; CARBON;

D O I：

10.1002/ejoc.201301813

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sequence of reactions that include an iridium-catalyzed regio- and enantioselective allylic amination, the formation of an amide, a ruthenium-catalyzed ring-closing metathesis, and an intramolecular Heck reaction allows for the preparation of [3,3,1]- and [4,3,1]-bicyclic amides. The target compounds have a nitrogen atom at the bridgehead, a nonplanar amide moiety, and a stereogenic center at the one-carbon bridge.

引用

页码：2242 / 2252

页数：11

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