Asymmetric Synthesis of Chiral Bicyclo[2.2.1]hepta-2,5-diene Ligands through Rhodium-Catalyzed Asymmetric Arylative Bis-cyclization of a 1,6-EnyneClick to copy article linkArticle link copied!
- Chao SunChao SunInner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, 235 West University Street, Hohhot 010021, ChinaMore by Chao Sun
- He MengHe MengInner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, 235 West University Street, Hohhot 010021, ChinaMore by He Meng
- Chen ChenChen ChenInner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, 235 West University Street, Hohhot 010021, ChinaMore by Chen Chen
- Haili WeiHaili WeiInner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, 235 West University Street, Hohhot 010021, ChinaMore by Haili Wei
- Jialin Ming*Jialin Ming*Email: [email protected]Inner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, 235 West University Street, Hohhot 010021, ChinaMore by Jialin Ming
- Tamio Hayashi*Tamio Hayashi*Email: [email protected]Department of Chemistry, National Tsing Hua University, Hsin-chu 30013, TaiwanMore by Tamio Hayashi
Abstract
A series of novel chiral diene ligands (1R,4S)-L1, 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)-L1 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)-L1 ligands.
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This article is cited by 7 publications.
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