Enantioselective nickel-catalyzed arylative intramolecular 1,4-allylations

Chemical Communications : Chem Comm
Thi Le Nhon NguyenHon Wai Lam

Abstract

The enantioselective nickel-catalyzed desymmetrization of allenyl cyclohexa-2,5-dienones by reaction with arylboronic acids is described. Nickel-catalyzed arylation of the allene gives allylnickel species, which undergo cyclization by 1,4-allylation to produce hexahydroindol-5-ones and hexahydrobenzofuran-5-ones with three contiguous stereocenters in high diastereo- and enantioselectivities.

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Citations

Oct 18, 2018·Chemical Communications : Chem Comm·Heena PanchalHon Wai Lam
Aug 9, 2019·Chemical Science·Qi TengZhenghu Xu
Jun 20, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Anandarao MunakalaRambabu Chegondi
Jul 28, 2021·Angewandte Chemie·Qiaoqiao AoHongbin Zhai

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Methods Mentioned

BETA
NMR
column chromatography

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