Chiral Squaramide-Mediated Methanolytic Desymmetrization of Prochiral Cyclic Anhydride: Convenient Approach for Synthesizing Roche Lactone

Fei Xiong,Dan-Feng Hong,Wen-Guang Liu, Qing-Gang Tan,Hui Ma,Si-Qin Wu, Shi-Heng Wang, Liang-Qian Ding

INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY（2018）

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摘要

The main objective of this report was to develop an improved process for the asymmetric synthesis of (3aS, 6aR)-lactone 1, which is the key chiral intermediate of (+)-biotin. This practical and efficient process includes a novel chiral squaramide alkamine derivatives 5 mediated methanolytic desymmetrization of prochiral cyclic anhydride 3 to produce the enantiomerically enriched precursor of Roche lactone. [GRAPHICS] .

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关键词

Chiral squaramide,Asymmetric synthesis,Prochiral cyclic anhydride,Roche lactone

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