Enantioselective Dearomative [3+2] Cycloaddition Reactions of Benzothiazoles

Angewandte Chemie
Dong-Chao WangShu-Li You

Abstract

A highly enantioselective dearomative [3+2] cycloaddition of benzothiazole has been successfully developed. A wide range of benzothiazoles and cyclopropane-1,1-dicarboxylates are suitable substrates for this reaction. The desired hydropyrrolo[2,1-b]thiazole compounds were obtained in excellent enantioselectivity and yields (up to 97 % ee and 97 % yield). With the same catalytic system, a highly efficient kinetic resolution of 2-substituted cyclopropane-1,1-dicarboxylates was also realized.

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Citations

Jun 10, 2017·Angewandte Chemie·Lennart K B GarveDaniel B Werz
May 16, 2019·Angewandte Chemie·Conghui TangDavid Sarlah
Jul 20, 2017·Angewandte Chemie·Saikat DasArmido Studer
Oct 13, 2020·Chemical Communications : Chem Comm·Fenzhen ChangXiaoming Feng
Nov 17, 2020·Angewandte Chemie·Yong XiaXiaoming Feng
Jul 15, 2021·Chemical Science·Vincent PirenneJerome Waser
May 30, 2020·Chemical Reviews·Vincent PirenneJerome Waser
Mar 21, 2018·Organic Letters·Alexander KreftDaniel B Werz

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