The asymmetric construction of CF3-containing spiro-thiazolone-pyrrolidine compounds via [3 + 2] cycloaddition

Boyu Li; Jikun Liu; Fengyun Gao; Mengmeng Sun; Yifei Guo; Yuan Zhou; Dongwa Wen; Yabo Deng; Hui Chen; Kairong Wang; Wenjin Yan

doi:10.1039/C9OB00325H

The asymmetric construction of CF₃-containing spiro-thiazolone-pyrrolidine compounds via [3 + 2] cycloaddition†

Boyu Li,

^a Jikun Liu,^a Fengyun Gao,^a Mengmeng Sun,^a Yifei Guo,^a Yuan Zhou,^a Dongwa Wen,^a Yabo Deng,^a Hui Chen,^a Kairong Wang*^a and Wenjin Yan

*^a

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* Corresponding authors

^a The Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, China
E-mail: wangkr@lzu.edu.cn, yanwj@lzu.edu.cn

Abstract

The first organocatalytic method for the asymmetric construction of CF₃-containing spiro-thiazolone-pyrrolidine compounds has been developed. This is one of the very few methods to reach spiro-thiazolones, and afforded the products in excellent yields and stereoselectivities catalysed by only 1 mol% cinchona alkaloid-derived catalyst.

This article is part of the themed collection: Synthetic methodology in OBC

Organic & Biomolecular Chemistry

The asymmetric construction of CF₃-containing spiro-thiazolone-pyrrolidine compounds via [3 + 2] cycloaddition†

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The asymmetric construction of CF₃-containing spiro-thiazolone-pyrrolidine compounds via [3 + 2] cycloaddition

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Organic & Biomolecular Chemistry