Asymmetric Borane Reduction of Prochiral Ketone Using Chiral Bis(α, α-diphenyl-2-pyrrolidinemethanol) Carbonate

Takashi Yanagi; Ken Kikuchi; Hideki Takeuchi; Takehiro Ishikawa; Toshihiro Nishimura; Minoru Kubota; Iwao Yamamoto

doi:10.1248/cpb.51.221

Notes

Asymmetric Borane Reduction of Prochiral Ketone Using Chiral Bis(α, α-diphenyl-2-pyrrolidinemethanol) Carbonate

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

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Keywords: asymmetric borane reduction, α,α-diphenyl-2-pyrrolidinemethanol, carbonate, KUR-1246

JOURNAL FREE ACCESS

2003 Volume 51 Issue 2 Pages 221-223

DOI https://doi.org/10.1248/cpb.51.221

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Abstract

Chiral bis(α, α-diphenyl-2-pyrrolidinemethanol) carbonate (DPP₂·H₂CO₃) is a useful asymmetric auxiliary for the asymmetric borane reduction of prochiral ketones. Chiral DPP₂·H₂CO₃ 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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