Issue 68, 2019

Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes

Abstract

A phosphine catalyzed regiodivergent annulation of γ-substituted allenoates with conjugated dienes is reported, and highly functionalized cyclohexenes or cyclopentenes were obtained in high yields and regioselectivities. This transformation takes advantage of mild conditions, wide substrate scope and significant functional group tolerance. The high regioselectivity can be achieved by tuning the nucleophilicity of the phosphine catalyst.

Graphical abstract: Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes

Supplementary files

Article information

Article type
Communication
Submitted
08 Jul 2019
Accepted
30 Jul 2019
First published
31 Jul 2019

Chem. Commun., 2019,55, 10120-10123

Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes

Z. Gan, Y. Gong, Y. Chu, E. Li, Y. Huang and Z. Duan, Chem. Commun., 2019, 55, 10120 DOI: 10.1039/C9CC05207K

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