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

DOI: 10.1016/S0040-4039(97)00746-6

Source and publish data:

Tetrahedron Letters p. 3755 - 3758 (1997)

Update date:2022-08-04

Topics:

Authors:

Saito, Takeshi

Suzuki, Takao

Takeuchi, Kazuhiro

Matsumoto, Takashi

Suzuki, Keisuke

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Article abstract of DOI:10.1016/S0040-4039(97)00746-6

In relation to the total synthesis of the furaquinocins, stereoselective methylenation of chiral aldehyde 5 is described. The diastereoselectivity of epoxides 6a/b 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.

Full text of DOI:10.1016/S0040-4039(97)00746-6

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