Title of Paper:Rhodium-Catalyzed Highly Regioselective and Stereoselective Intermolecular Hydrosilylation of Internal Ynamides under Mild Conditions.

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Date of Publication:2018-01-01

Journal:The Journal of organic chemistry

Included Journals:PubMed、SCIE

Volume:83

Issue:11

Page Number:6210-6216

ISSN No.:1520-6904

Abstract:A rhodium-catalyzed highly regio- and stereoselective intermolecular hydrosilylation of internal ynamides has been developed. With the neutral rhodium complex [Rh(CO)2Cl]2 as a catalyst and the bulky silanes as reactants, various ynamides underwent hydrosilylation smoothly at room temperature with an excellent beta-regioselectivity and anti-stereoselectivity. The synthetically versatile beta-silyl ( Z)-enamide products could be further transformed to diverse useful building blocks. Several possible mechanisms are proposed to rationalize this unique formal trans-addition-type selectivity.