Issue 72, 2018

Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines

Abstract

This work describes a phosphine-catalyzed asymmetric [1 + 4] annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines for constructing the enantiomerically enriched 2,3-dihydrofuran motif. In the presence of (−)-1,2-bis[(2R,5R)-2,5-dimethylphospholano]benzene, a series of Morita–Baylis–Hillman carbonates reacted with 2-enoylpyridines smoothly to afford a wide range of optically active 2,3-dihydrofurans featuring pyridine motifs in high yields with excellent asymmetric induction.

Graphical abstract: Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines

Supplementary files

Article information

Article type
Paper
Submitted
16 Nov 2018
Accepted
06 Dec 2018
First published
12 Dec 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 41620-41623

Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines

T. Wang, P. Zhang, W. Li and P. Li, RSC Adv., 2018, 8, 41620 DOI: 10.1039/C8RA09453E

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