Volume 29, Issue 31
Natural Products
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ChemInform Abstract: Studies on the Chemoselectivity and Diastereoselectivity of Samarium(II) Iodide Mediated Transformations of Carbohydrate-Derived ω-Halo-α,β-Unsaturated Esters.

S. M. BENNETT

S. M. BENNETT

Dep. Chim. Biochim., Univ. Quebec, Montreal, Que. H3C 3P8, Can.

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R. K. BIBOUTOU

R. K. BIBOUTOU

Dep. Chim. Biochim., Univ. Quebec, Montreal, Que. H3C 3P8, Can.

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Z. ZHOU

Z. ZHOU

Dep. Chim. Biochim., Univ. Quebec, Montreal, Que. H3C 3P8, Can.

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R. PION

R. PION

Dep. Chim. Biochim., Univ. Quebec, Montreal, Que. H3C 3P8, Can.

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First published: 20 June 2010

Abstract

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ChemInform Abstract

The chemoselectivity and diastereoselectivity of SmI2 reductions of D-ribonolactone-derived ω-iodo- and ω-bromo-α,β-unsaturated esters is affected by the solvent system, the identity of the halide, the double bond geometry, and the type of the ester used.

chemical structure image

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