Stereoselective reduction of α-alkoxy acetylenic ketones with zinc borohydride and K-selectride.

Takashi Takahashi; Masahiro Miyazawa; Jiro Tsuji

doi:10.1016/S0040-4039(00)98885-3

Stereoselective reduction of α-alkoxy acetylenic ketones with zinc borohydride and K-selectride.

Takashi Takahashi, Masahiro Miyazawa, Jiro Tsuji

Department of Chemistry

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

61 Scopus citations

Abstract

Reduction of α-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity.

Original language	English
Pages (from-to)	5139-5142
Number of pages	4
Journal	Tetrahedron Letters
Volume	26
Issue number	42
DOIs	https://doi.org/10.1016/S0040-4039(00)98885-3
State	Published - 1985

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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@article{4046e373e1d74528a53fb7ec4ca3fafe,

title = "Stereoselective reduction of α-alkoxy acetylenic ketones with zinc borohydride and K-selectride.",

abstract = "Reduction of α-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity.",

author = "Takashi Takahashi and Masahiro Miyazawa and Jiro Tsuji",

year = "1985",

doi = "10.1016/S0040-4039(00)98885-3",

language = "英語",

volume = "26",

pages = "5139--5142",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "42",

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TY - JOUR

T1 - Stereoselective reduction of α-alkoxy acetylenic ketones with zinc borohydride and K-selectride.

AU - Takahashi, Takashi

AU - Miyazawa, Masahiro

AU - Tsuji, Jiro

PY - 1985

Y1 - 1985

N2 - Reduction of α-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity.

AB - Reduction of α-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity.

UR - http://www.scopus.com/inward/record.url?scp=0000633376&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)98885-3

DO - 10.1016/S0040-4039(00)98885-3

M3 - 学術論文

AN - SCOPUS:0000633376

SN - 0040-4039

VL - 26

SP - 5139

EP - 5142

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

Stereoselective reduction of α-alkoxy acetylenic ketones with zinc borohydride and K-selectride.

Abstract

ASJC Scopus subject areas

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