Chiral synthesis via organoboranes. 6. Asymmetric allylboration via chiral allyldialkylboranes. Synthesis of homoallylic alcohols with exceptionally high enantiomeric …
PK Jadhav, KS Bhat, PT Perumal…
文献索引:Jadhav, Prabhakar K.; Bhat, Krishna S.; Perumal, P. Thirumalai; Brown, Herbert C. Journal of Organic Chemistry, 1986 , vol. 51, # 4 p. 432 - 439
Allyldiisopinocampheylborane, prepared readily by treatment of methoxydiisopinocampheylborane with allylmagnesium bromide, adds smoothly to aldehydes with remarkable enantioselectivity, transferring an allyl group to the carbonyl carbon with boron going to the oxygen. The enantioselectivity in allylboration varies with the reaction temperature, increasing considerably by decreasing the temperature from 0" C to- ...