ethyl 7-(N-t-butoxycarbonylamino)-3-oxo-2-phenylheptanoate → ethyl 7-(N-t-butoxycarbonylamino)-3-hydroxy-2-phenylheptanoate
Reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[O:26])[CH:14]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([OH:26])[CH:14]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:7])([CH3:2])([CH3:3])[CH3:4]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The same procedures as in Example 14 were performed except that 0.1 g (0.28 mmol) of ethyl 7-(N-t-butoxycarbonylamino)-3-oxo-2-phenylheptanoate, 6.2 mg (0.0056 mmol) of [RuI(p-cymene)(S)-BINAP]I, 9.2 g (0.028 mol) of BSA, and 2 ml of methanol were used. The yield of the product was 65.3% and the ratio of the syn-form to the anti-form was 56.5:43.5.
Sources & evidence
- ORD record
- ord-c59fec548af747fd8a30ff593bc8c95a