Yoji Sakito

Asymmetric reduction of oxime ethers. Distinction of anti and syn isomers leading to enantiomeric amines

Abstract Anti and syn ketoxime ethers were reduced with a chiral reducing agent prepared from (−)-norephedrine and 2 eq of BH 3 to give S and R amines respectively in up to 92% ee. The preferred absolute configuration of the amine was depended on the geometry of the oxime ether.

Asymmetric synthesis of a chroman derivative (vitamin e precursor)

Abstract Chromanmethanol 2 , a chiral intermediate for the synthesis of α-tocopherol 1 , is prepared from α-hydroxy aldehyde 5 , which is obtained by an asymmetric synthesis in over 95% ee.