Enantioselective reduction of β-keto esters

✍ Scribed by Douglass F Taber; Lee J Silverberg

• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 266 KB
• Volume: 32
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)92134-8

✦ Synopsis

Highly enantioselective reduction of P_keto esters with BINAPeRu catalyst can be effected at 50 psig H2 and 800, using a Parr shaker. A simplified preparation of the BINAP.Ru catalyst is reported.

In 1987 the Nagoya and Takasago groups, working in collaboration, reported 1*2 that a catalyst prepared by treating BINAP ruthenium diacetate 1 with methanolic HCl would effect the hydrogenation of a P_keto ester 2 to the corresponding alcohol 3 with excellent turnover and stunning enantioselectivity (99:l).