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Chiral borated esters in asymmetric synthesis: 1. the first asymmetric reaction catalyzed by chiral spiroborated esters with an O3BN framework

✍ Scribed by De-Jun Liu; Zi-Xing Shan; Jin-Gui Qin

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
447 KB
Volume
22
Category
Article
ISSN
0256-7660

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✦ Synopsis

Abstract

The first asymmetric reaction catalyzed by chiral spiroborated esters with an O~3~BN framework was reported. In the presence of 0.1 equivalent of (R,S)‐1 or (S,S)‐1, acetophenone was reduced by 0.6 equivalent of borne in THF at 0–5 Β°C for 2 h to give (R)‐1‐phenylethanol of up to 76% ee and 73% isolated yield. Influence of reaction conditions on the stereoselectivity of the reduction was investigated and a possible catalytic mechanism of the chiral spiroborated esters toward the reduction was also suggested.

πŸ“œ SIMILAR VOLUMES

Chiral Borate Esters in Asymmetric Synth
Chiral Borate Esters in Asymmetric Synthesis. Part 5. Asymmetric Reduction of Oxime Ethers Promoted by Chiral Spiroborate Esters with an O3BN Framework.
✍ Yunbo Chu; Zixing Shan; Dejun Liu; Nannan Sun πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons βš– 22 KB

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