Highly stereoselective reductions of α-alkoxy-β-keto esters. Aspects of the mechanism of sodium borohydride reduction of ketones in 2-propanol

Richard S. Glass; Donald R. Deardorff; Kevin Henegar

doi:10.1016/0040-4039(80)80101-8

Highly stereoselective reductions of α-alkoxy-β-keto esters. Aspects of the mechanism of sodium borohydride reduction of ketones in 2-propanol

Richard S. Glass
, Donald R. Deardorff
, Kevin Henegar

Chemistry and Biochemistry

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

27 Scopus citations

Abstract

Reduction of α-alkoxy-β-keto esters with sodium borohydride in 2-propanol proceeds with high stereoselectivity via a five-membered ring chelated sodium ion.

Original language	English (US)
Pages (from-to)	2467-2470
Number of pages	4
Journal	Tetrahedron Letters
Volume	21
Issue number	26
DOIs	https://doi.org/10.1016/0040-4039(80)80101-8
State	Published - 1980

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(80)80101-8

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@article{03f022e210c14d73992d89f88aa07776,

title = "Highly stereoselective reductions of α-alkoxy-β-keto esters. Aspects of the mechanism of sodium borohydride reduction of ketones in 2-propanol",

abstract = "Reduction of α-alkoxy-β-keto esters with sodium borohydride in 2-propanol proceeds with high stereoselectivity via a five-membered ring chelated sodium ion.",

author = "Glass, \{Richard S.\} and Deardorff, \{Donald R.\} and Kevin Henegar",

year = "1980",

doi = "10.1016/0040-4039(80)80101-8",

language = "English (US)",

volume = "21",

pages = "2467--2470",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "26",

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TY - JOUR

T1 - Highly stereoselective reductions of α-alkoxy-β-keto esters. Aspects of the mechanism of sodium borohydride reduction of ketones in 2-propanol

AU - Glass, Richard S.

AU - Deardorff, Donald R.

AU - Henegar, Kevin

PY - 1980

Y1 - 1980

N2 - Reduction of α-alkoxy-β-keto esters with sodium borohydride in 2-propanol proceeds with high stereoselectivity via a five-membered ring chelated sodium ion.

AB - Reduction of α-alkoxy-β-keto esters with sodium borohydride in 2-propanol proceeds with high stereoselectivity via a five-membered ring chelated sodium ion.

UR - https://www.scopus.com/pages/publications/0343588795

UR - https://www.scopus.com/pages/publications/0343588795#tab=citedBy

U2 - 10.1016/0040-4039(80)80101-8

DO - 10.1016/0040-4039(80)80101-8

M3 - Article

AN - SCOPUS:0343588795

SN - 0040-4039

VL - 21

SP - 2467

EP - 2470

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Highly stereoselective reductions of α-alkoxy-β-keto esters. Aspects of the mechanism of sodium borohydride reduction of ketones in 2-propanol

Abstract

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