Volume 27, Issue 16
Heterocyclic Compounds
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ChemInform Abstract: Diastereoselective Intramolecular Cyclization Through the Triphenylphosphine/Carbon Tetrachloride System: Synthesis of Saturated 1,4-Dihetero Seven-Membered Cycloacetals.

A. ESPINOSA

A. ESPINOSA

Dep. Quim. Org., Fac. Farm., Univ. Granada, E-18071 Granada, Spain

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M. A. GALLO

M. A. GALLO

Dep. Quim. Org., Fac. Farm., Univ. Granada, E-18071 Granada, Spain

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J. CAMPOS

J. CAMPOS

Dep. Quim. Org., Fac. Farm., Univ. Granada, E-18071 Granada, Spain

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J. A. GOMEZ

J. A. GOMEZ

Dep. Quim. Org., Fac. Farm., Univ. Granada, E-18071 Granada, Spain

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First published: April 16, 1996

Abstract

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ChemInform Abstract

Treatment of various 4-hetero-6-hydroxyalkanal dimethyl acetals (I) with the triphenylphosphine/carbon tetrachloride system results in cyclization to the corresponding 1,4-heteroxepane derivatives (II). The high diastereoselectivity of the cyclizations of the methyl- substituted educts (III) and (V) gives evidence for the reported ionic cyclization mechanism.

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