Tetrahedron letters

Reactivity of monothio-and monoselenoacetals towards oxidation in the synthesis of substituted 2, 3-dihydrofurans.

AP Brunetière, JY Lallemand

Index: Brunetiere, A. P.; Lallemand, J. Y. Tetrahedron Letters, 1988 , vol. 29, # 18 p. 2179 - 2182

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Citation Number: 21

Abstract

The 2,3-dlhydrofuran structure is a subunit of interest being widely encountered in various natural products such as clerodlnl and azadlrachtlnZ which embody this highly reactive . entity in furofuran or furopyran systems. This moiety is presumed to be responsible for at least part of the biological .actlvlty of these molecules. Classlcal preparation of substituted 2,3- dihydrofurans such as 1. has, hitherto, generally relied on the flash pyrolysis of the lactol- acetate prepared from ...