Novel camphor-derived chiral auxiliaries: Significant solvent and additive effects on asymmetric reduction of chiral α-keto esters

Ying Yuan Chu, Chia Sheng Yu, Chiou Juy Chen, Kung Shuo Yang, Jung Chaing Lain, Chun Hui Lin, Kwunmin Chen*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

42 引文 斯高帕斯(Scopus)

摘要

Stereoselective reduction of various α-keto esters 5a-d derived from exo-10,10-diphenyl-2,10-camphanediol 4a and exo-10,10-diphenyl-10-methoxy-2- camphanol 4b is described. High to excellent diastereomeric excess (99% de) with good chemical yields is obtained. The sense of stereoselectivity as a function of C10 modification is remarkable. Further, in the case of 5d, both diastereomers of α-hydroxyl esters can be obtained with excellent optical purity by the appropriate choice of reaction conditions. The influence of the solvents and additives on the reaction course has been investigated.

原文英語
頁(從 - 到)6993-6998
頁數6
期刊Journal of Organic Chemistry
64
發行號19
DOIs
出版狀態已發佈 - 1999 九月 17

ASJC Scopus subject areas

  • 有機化學

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