A novel stereoselective synthesis of (-)-beta-conhydrine from (R)-2,3-O-cyclohexylidine glyceraldehyde

作者：Venkataiah Mallam; Fadnavis Nitin W^*

来源：Tetrahedron, 2009, 65(34): 6950-6952.

DOI：10.1016/j.tet.2009.06.060

A novel stereoselective synthesis of (-)-beta-conhydrine is achieved. Stereoselective Grignard reaction of (R)-2,3-O-cyclohexylidine glyceraldehyde with ethyl magnesium bromide, chelation controlled stereoselective Grignard reaction of allyl imine derivative with allyl magnesium bromide, and ring-closing metathesis (RCM) of the diallyl product provides (-)-beta-conhydrine in high yield.

• 出版日期2009-8-22