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Cyclization of N-(3-Oxoalkyl)chloroacetamides Under Basic Conditions. Synthesis of cis-3,4-Epoxypiperidin-2-ones
Molecules 2002, 7(2), 124-128; doi:10.3390/70200124
Article

Synthesis of 5,6-Dihydropyridin-2(1H)-ones, 1,5,6,8,8a-Hexahydroisoquinolin-3(2H)-ones and 4a,5,6,7,8,8a-Hexahydroquinolin-2(1H)-ones by Intramolecular Wittig Reaction

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Received: 7 May 2001 / Revised: 15 January 2002 / Accepted: 16 January 2002 / Published: 28 February 2002
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Abstract

A new, universal and diastereospecific method has been developed for the synthesis of 5,6-dihydropyridin-2(1H)-ones, 1,5,6,8,8a-hexahydroisoquinolin-3(2H)-ones and 4a,5,6,7,8,8ahexahydroquinolin-2(1H)-ones (4) based on the intramolecular Wittig cyclization of the triphenyphosphonium salts 2 derived from the N-(3-oxoalkyl)–chloroacetamides 1.
Keywords: 5; 6-dihydropyridin-2(1H)-one; Wittig reaction; intramolecular cyclization; N-(3- oxoalkyl)chloroacetamide 5; 6-dihydropyridin-2(1H)-one; Wittig reaction; intramolecular cyclization; N-(3- oxoalkyl)chloroacetamide
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Fisyuk, A.S.; Poendaev, N.V. Synthesis of 5,6-Dihydropyridin-2(1H)-ones, 1,5,6,8,8a-Hexahydroisoquinolin-3(2H)-ones and 4a,5,6,7,8,8a-Hexahydroquinolin-2(1H)-ones by Intramolecular Wittig Reaction. Molecules 2002, 7, 124-128.

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