Nitrile assisted, Brønsted acid catalyzed regio and stereoselective diarylphosphonylation of allyl silyl ethers

…, CW Chan, SK Wo, Z Zuo, LY Chan

Index: Ho, Chun-Yu; Chan, Chun-Wa; Wo, Siu-Kwan; Zuo, Zhong; Chan, Lai-Ying Organic and Biomolecular Chemistry, 2010 , vol. 8, # 15 p. 3480 - 3487

Full Text: HTML

Citation Number: 5

Abstract

We have discovered a mild, catalytic protocol for the regio-and stereoselective synthesis of trisubstituted allyl diarylphosphonates from the corresponding disubstituted allyl silyl ethers, circumventing the challenges related to the preparation and availability of stereodefined trisubstituted olefins. A closely related arylation reaction was also discovered during the methodology development. By simply switching the reaction medium, high ...