Tetrahedron letters

A highly enantioselective synthesis of (R)-and (S)-5, 7-odimethyleucomol

FA Davis, BC Chen

Index: Davis, Franklin A.; Chen, Bang-Chi Tetrahedron Letters, 1990 , vol. 31, # 47 p. 6823 - 6826

Full Text: HTML

Citation Number: 23

Abstract

Abstract Both (R)-and (S)-5, 7-O-dimethyleucomol 1b (R= Me) were synthesized in 57% overall yield in> 96% enantiomeric excess. The key step involves the enantioselective α hydroxylation of the lithium enolate of 8 by readily available (+)-and (−)-[(8, 8- dimethoxycamphoryl) sulfonyl] oxaziridine 9c.