Phosphine-Catalyzed Enantioselective [4 + 2] Cycloaddition-Semipinacol-Type-Rearrangement Reaction of Morita-Baylis-Hillman Carbonates

Yuan Zhong; Xiaoyun Zhao; Lu Gan; Sihua Hong; Xianxing Jiang

doi:10.1021/acs.orglett.8b01661

Phosphine-Catalyzed Enantioselective [4 + 2] Cycloaddition-Semipinacol-Type-Rearrangement Reaction of Morita-Baylis-Hillman Carbonates

Org Lett. 2018 Jul 20;20(14):4250-4254. doi: 10.1021/acs.orglett.8b01661. Epub 2018 Jun 28.

Authors

Yuan Zhong^{1

2}, Xiaoyun Zhao¹, Lu Gan¹, Sihua Hong¹, Xianxing Jiang¹

Affiliations

¹ School of Pharmaceutical Sciences , Sun Yat-Sen University , Guangzhou , 510006 , China.
² Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences , Lanzhou University , Lanzhou , 730000 , China.

PMID: 29952572
DOI: 10.1021/acs.orglett.8b01661

Abstract

The chiral phosphine-triggered electrophilic ylide intermediate for a Morita-Baylis-Hillman carbonates activation strategy provides a promising method for the design of organocatalytic intermolecular higher-order annulation processes.

Publication types

Research Support, Non-U.S. Gov't