B BBHR-Alpine-BoraneTMB
H9-BBNO HO H(S)-(−)Aline-Borane97%enantiomeric excess60-65% yieldCH 3B
D O OH
HR
RC
HD(R)CH 3B
H OOHRSRLIpcClRLC
RSH(S)favoredRSC
RLO H OH
CH 3B
H
RLRSIpcCl(R)less favored B BBHR-Alpine-BoraneTMB
H9-BBNO HO H(S)-(−)Aline-Borane97%enantiomeric excess60-65% yieldCH 3B
D O OH
HR
RC
HD(R)CH 3B
H OOHRSRLIpcClRLC
RSH(S)favoredRSC
RLO H OH
CH 3B
H
RLRSIpcCl(R)less favored