The reactivity of N, N-dialkyl-N-(3-phenylsulfinyltetrahydrofuran-2-ylidene) ammonium bromide

TM Ugurchieva, AV Lozanova, MV Zlokazov…

Index: Ugurchieva; Lozanova; Zlokazov; Veselovsky Russian Chemical Bulletin, 2007 , vol. 56, # 8 p. 1544 - 1549

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Abstract

Abstract trans-Stereoselective electrophilic cyclization of (2 R*, SS*)-N, N-diisopropyl-2- phenylsulfinylpent-4-enamide under the action of bromine afforded (3 R*, 5 S*, SS*)-N-(5- bromomethyl-3-phenylsulfinyltetrahydrofuran-2-ylidene)-N, N-diisopropylammonium bromide. Its transformations under the conditions of hydrolysis, dehydrobromination, and hydride reduction were studied.

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