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Start Over Author "Yun Yan Kuang" Publisher georg thieme verlag stuttgart
1 results on '"Yun Yan Kuang"'

1. Synthetic Studies on d-Biotin, Part 6:1 An Expeditious and Enantiocontrolled Approach to the Total Synthesis of d-Biotin via a Polymer-Supported Chiral Oxazaborolidine-Catalyzed Reduction of meso-Cyclic Imide Strategy.

Author

Fewer Chen, Nuno, Jian-Li Yuan, Nuno, Hui-Fang Dai, Nuno, Yun-Yan Kuang, Nuno, and Yong Chu

Subjects
BIOTIN, POLYMERS, CATALYSIS, VITAMIN B complex, COENZYMES, CHEMICAL reactions, ORGANIC compounds
Abstract

An efficient and highly enantioselective synthesis of d-biotin from the known cis-1,3-dibenzyl-2-imidazolidone-4,5-dicarboxylic acid (5) was accomplished in 48% overall yield. The key reactions in the sequence involve the catalytic enantioselective reduction of meso-cyclic imide 6 using polymer-supported chiral oxazoborolidine, derived from (S)-a,a-diphenylprolinol and polymer-bound sulfonyl chloride, and the installation of the C5 side chain at C4 in the thiolactone 9 via a Ni/C-catalyzed Fukuyama coupling reaction. [ABSTRACT FROM AUTHOR]

Published
2003
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