Asymmetric Synthesis of Chiral Bicyclo[2.2.1]hepta-2,5-diene Ligands through Rhodium-Catalyzed Asymmetric Arylative Bis-cyclization of a 1,6-Enyne

被引：7

作者：

Sun, Chao ^{[1
]}

Meng, He ^{[1
]}

Chen, Chen ^{[1
]}

Wei, Haili ^{[1
]}

Ming, Jialin ^{[1
]}

Hayashi, Tamio ^{[2
]}

机构：

[1] Inner Mongolia Univ, Inner Mongolia Key Lab Fine Organ Synth, Hohhot 010021, Peoples R China

[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 16期

基金：

中国国家自然科学基金;

关键词：

DIENE LIGANDS; 1,4-ADDITION REACTIONS; COUPLING REACTIONS; OLEFINS; ORGANORHODIUM(I); COMPLEXES; REAGENTS; ACIDS;

D O I：

10.1021/acs.orglett.1c02088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of novel chiral diene ligands (1R,4S)-L-1, which are based on the bicyclo[2.2.1]heptadiene skeleton and are substituted with methyl and an ester group at the bridgehead carbons, were synthesized through rhodium-catalyzed asymmetric arylative bis-cyclization of 1,6-enyne 1 as a key step. The rhodium catalyst with one of the (1R,4S)-L-1 ligands was used for the asymmetric bis-cyclization of 1 giving bicyclic product (1S,4R)-2 of 99% ee, which is a synthetic precursor of (1S,4R)-L-1 ligands.

引用

页码：6311 / 6315

页数：5

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