Implication and improvement of stereoselective methylenation of a chiral aldehyde related to total synthesis of the furaquinocins

Add time:08/09/2019    Source:sciencedirect.com

In relation to the total synthesis of the furaquinocins, stereoselective methylenation of chiral aldehyde 5 is described. The diastereoselectivity of epoxides 6a/6b is high when stabilized sulfur ylides are employed. A double stereo-differentiation phenomenon was observed for the aminosulfoxonium ylide 8: the selectivity with (S)-8 was 30:1, while 5:1 with (R)-8.

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