Bulletin of the Chemical Society of Japan p. 425 - 432 (1998)
Update date:2022-09-26
Topics:
Dao, Duc Hai
Kawai, Yasushi
Hida, Kouichi
Bornes, Sander
Nakamura, Kaoru
Ohno, Atsuyoshi
Okamura, Mutsuo
Akasaka, Takeshi
Alkyl 2-oxo-4-phenylbutyrates are reduced to the corresponding alkyl (R)-2-hydroxy-4-phenylbutyrates, versatile chiral building blocks in organic synthesis, in high chemical yield (80-90%) with excellent stereoselectivity (>90%ee). The reaction has been run in aqueous diethyl ether at 30 °C for 24 h under the catalysis of bakers' yeast (Saccharomyces cerevisiae) which was preincubated for 6 h in the presence of phenacyl chloride. The amount of water in the medium should be controlled strictly not to exceed 0.8 mL (g yeast)-1.
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