Literature DB >> 12576663

Asymmetric borane reduction of prochiral ketone using chiral bis(alpha, alpha-diphenyl-2-pyrrolidinemethanol) carbonate.

Takashi Yanagi1, Ken Kikuchi, Hideki Takeuchi, Takehiro Ishikawa, Toshihiro Nishimura, Minoru Kubota, Iwao Yamamoto.   

Abstract

Chiral bis(alpha, alpha-diphenyl-2-pyrrolidinemethanol) carbonate (DPP(2).H(2)CO(3)) is a useful asymmetric auxiliary for the asymmetric borane reduction of prochiral ketones. Chiral DPP(2).H(2)CO(3) is recoverable from the reaction and directly reusable for the reaction. The intermediate of KUR-1246, which we are developing as a new uterine relaxant, was synthesized using the methodology.

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Year:  2003        PMID: 12576663     DOI: 10.1248/cpb.51.221

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  1 in total

Review 1.  Practical Enantioselective Reduction of Ketones Using Oxazaborolidine Catalysts Generated In Situ from Chiral Lactam Alcohols.

Authors:  Yasuhiro Kawanami; Ryo C Yanagita
Journal:  Molecules       Date:  2018-09-20       Impact factor: 4.411

  1 in total

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