Concise stereoselective synthesis of (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol a novel cyclization

Seiichi Takano; Yoshiharu Iwabuchi; Kunio Ogasawara

doi:10.1039/C39880001527

Concise stereoselective synthesis of (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol a novel cyclization

Seiichi Takano, Yoshiharu Iwabuchi, Kunio Ogasawara

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

An efficient stereoselective route to (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol has been established via a novel iodine-mediated cyclization of the N-benzoyl- γ,δ-unsaturated amide.

Original language	English
Pages (from-to)	1527-1528
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	23
DOIs	https://doi.org/10.1039/C39880001527
Publication status	Published - 1988 Dec 1

ASJC Scopus subject areas

Molecular Medicine

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10.1039/C39880001527

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title = "Concise stereoselective synthesis of (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol a novel cyclization",

abstract = "An efficient stereoselective route to (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol has been established via a novel iodine-mediated cyclization of the N-benzoyl- γ,δ-unsaturated amide.",

author = "Seiichi Takano and Yoshiharu Iwabuchi and Kunio Ogasawara",

year = "1988",

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doi = "10.1039/C39880001527",

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AU - Takano, Seiichi

AU - Iwabuchi, Yoshiharu

AU - Ogasawara, Kunio

PY - 1988/12/1

Y1 - 1988/12/1

N2 - An efficient stereoselective route to (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol has been established via a novel iodine-mediated cyclization of the N-benzoyl- γ,δ-unsaturated amide.

AB - An efficient stereoselective route to (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol has been established via a novel iodine-mediated cyclization of the N-benzoyl- γ,δ-unsaturated amide.

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Concise stereoselective synthesis of (2S,4R)-4-hydroxyproline from (S)-O-benzylglycidol a novel cyclization

Abstract

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