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Highly Enantioselective [3+2] Cycloadditions of Terminal Allenoates with β-Trifluoromethyl α,β-Enones

Abstract

A highly enantio- and diastereoselective phosphine catalyzed [3+2] cycloadditions of terminal allenoates with β-perfluoroalkyl α,β-enones leading to a range of trifluoromethylated cyclopentenes with two contiguous chiral centers (up to 99% yield with 99% ee) have been disclosed. What’s more, this reaction could be amenable to gram scale by utilizing only 1 mol% catalyst and also applied in the concise synthesis of trifluoromethylated DGAT-1 inhibitor.

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Article information


Submitted
21 Apr 2020
Accepted
22 Jun 2020
First published
22 Jun 2020

Chem. Commun., 2020, Accepted Manuscript
Article type
Communication

Highly Enantioselective [3+2] Cycloadditions of Terminal Allenoates with β-Trifluoromethyl α,β-Enones

M. Li and W. Zhou, Chem. Commun., 2020, Accepted Manuscript , DOI: 10.1039/D0CC02876B

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