A ring size-selective reduction of lactones using SmI2 and H2O

Lorna A. Duffy; Hiroshi Matsubara; David J. Procter

doi:10.1021/ja078137d

A ring size-selective reduction of lactones using SmI2 and H2O

Lorna A. Duffy, Hiroshi Matsubara, David J. Procter

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

Abstract

The SmI2-H2O reducing system shows complete selectivity for six-membered lactones over other classes of lactone and esters. Experimental and computational studies suggest that the origin of the selectivity lies in the initial electron-transfer to the lactone carbonyl. Copyright © 2008 American Chemical Society.

Original language	English
Pages (from-to)	1136-1137
Number of pages	1
Journal	Journal of the American Chemical Society
Volume	130
Issue number	4
DOIs	https://doi.org/10.1021/ja078137d
Publication status	Published - 30 Jan 2008

Keywords

SAMARIUM(II) IODIDE
CARBOXYLIC-ACIDS
DIIODIDE
WATER
CYCLIZATIONS
REAGENT
SMI2

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10.1021/ja078137d

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title = "A ring size-selective reduction of lactones using SmI2 and H2O",

abstract = "The SmI2-H2O reducing system shows complete selectivity for six-membered lactones over other classes of lactone and esters. Experimental and computational studies suggest that the origin of the selectivity lies in the initial electron-transfer to the lactone carbonyl. Copyright {\textcopyright} 2008 American Chemical Society.",

keywords = "SAMARIUM(II) IODIDE, CARBOXYLIC-ACIDS, DIIODIDE, WATER, CYCLIZATIONS, REAGENT, SMI2",

author = "Duffy, {Lorna A.} and Hiroshi Matsubara and Procter, {David J.}",

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AU - Matsubara, Hiroshi

AU - Procter, David J.

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PY - 2008/1/30

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AB - The SmI2-H2O reducing system shows complete selectivity for six-membered lactones over other classes of lactone and esters. Experimental and computational studies suggest that the origin of the selectivity lies in the initial electron-transfer to the lactone carbonyl. Copyright © 2008 American Chemical Society.

KW - SAMARIUM(II) IODIDE

KW - CARBOXYLIC-ACIDS

KW - DIIODIDE

KW - WATER

KW - CYCLIZATIONS

KW - REAGENT

KW - SMI2

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DO - 10.1021/ja078137d

M3 - Article

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SN - 0002-7863

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ER -

A ring size-selective reduction of lactones using SmI2 and H2O

Abstract

Keywords

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