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

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. © 1990.