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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 14
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Original Articles

Stereoselective Synthesis of Enantiopure 6-Fluoromethyl Furo[3,4-c]-isoxazolidines

Paola Bandiera Dipartimento di Chimica, Politecnico, Via Mancinelli 7, 20131, Milano, Italy
,
Pierfrancesco Bravo Dipartimento di Chimica, Politecnico, Via Mancinelli 7, 20131, Milano, Italy
,
Luca Bruché Dipartimento di Chimica, Politecnico, Via Mancinelli 7, 20131, Milano, Italy
,
Matteo Zanda Dipartimento di Chimica, Politecnico, Via Mancinelli 7, 20131, Milano, Italy
&
Alberto Arnone C.N.R.-Centro di Studio sulle Sostanze Organiche Naturali, Via Mancinelli 7, 20131, Milano, Italy
Pages 2665-2677 | Received 01 Dec 1997, Published online: 20 Aug 2006
 
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Abstract

The title compounds 7a-c are prepared through a totally regio-and stereo-selective intramolecular 1,3-dipolar cycloaddition of nitrones; a chiral and optically pure sulfinyl function acts as a removable primary source of stereocontrol.

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