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Base-Accelerated Enantioselective Substitution of Morita−Baylis−Hillman Carbonates with Dialkyl Phosphine Oxides

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journal contribution
posted on 03.09.2010, 00:00 by Wangsheng Sun, Liang Hong, Chunxia Liu, Rui Wang
A base could accelerate the SN2′ or SN2′−SN2′ reaction of Morita−Baylis−Hillman (MBH) carbonates with dialkyl phosphine oxides, but the judicial choice of an appropriate base would greatly depress this competitive SN2′ reaction and allow for a highly enantioselective allylic substitution reaction with satisfactory yields and excellent enantioselectivities.

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