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脂肪酶催化 γ-内酯化的动态不对称半硫缩醛转化:1,3-噁硫戊环-5-酮衍生物的原位串联形成。

Dynamic asymmetric hemithioacetal transformation by lipase-catalyzed γ-lactonization: in situ tandem formation of 1,3-oxathiolan-5-one derivatives.

机构信息

KTH Royal Institute of Technology, Department of Chemistry, Teknikringen 30, 10044 Stockholm, Sweden.

出版信息

Chemistry. 2012 May 14;18(20):6129-32. doi: 10.1002/chem.201102139. Epub 2012 Apr 4.

DOI:10.1002/chem.201102139
PMID:22473668
Abstract

Dynamic hemithioacetal systems were efficiently generated in organic solvents and subsequently allowed to react with a range of lipases. This resulted in direct, dynamic asymmetric transformation of the systems, leading to optically active 1,3-oxathiolan-5-one products. The tandem process identified lipase-catalyzed lactonization as a useful method for the resolution of optimal constituents with high chemo- and stereoselectivities.

摘要

动态半缩醛系统在有机溶剂中被有效地生成,随后与一系列脂肪酶反应。这导致了体系的直接、动态不对称转化,生成了具有光学活性的 1,3-噁硫戊环-5-酮产物。串联过程确定了脂肪酶催化的内酯化是一种有用的方法,可以高化学选择性和立体选择性拆分最佳成分。

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