Selective [3 +2] Huisgen Cycloaddition. Synthesis of Trans-Disubstituted Triazolodiazepines from aza-Baylis-Hillman Adducts

Valérie Declerck; Loic Toupet; Jean Martinez; Frédéric Lamaty

doi:10.1021/jo802533d

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Selective [3 +2] Huisgen Cycloaddition. Synthesis of Trans-Disubstituted Triazolodiazepines from aza-Baylis-Hillman Adducts

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Selective [3 +2] Huisgen Cycloaddition. Synthesis of Trans-Disubstituted Triazolodiazepines from aza-Baylis-Hillman Adducts

Valérie Declerck, Loic Toupet, Jean Martinez and Frédéric Lamaty

Journal of Organic Chemistry, Vol.74, pp.2004-2007

2009

DOI: https://doi.org/10.1021/jo802533d

Abstract

azide

diazepine

Aza-Baylis-Hillman

selectivity

aza-BH

cycloaddition

huisgen

azide

The 1,3 dipolar cycloaddition of linear azido derived from protected ß-amino esters proceeds via diastereoisomeric differentiation to provide trans-disubstituted triazolodiazepines in good yields.

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Title: Selective [3 +2] Huisgen Cycloaddition. Synthesis of Trans-Disubstituted Triazolodiazepines from aza-Baylis-Hillman Adducts
Creators - without role: Valérie Declerck - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Loic Toupet - Université de Rennes
Jean Martinez - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Frédéric Lamaty - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Publication Details: Journal of Organic Chemistry, Vol.74, pp.2004-2007
Identifiers: 9947385409311
Academic Unit: Institut des Biomolécules Max Mousseron - IBMM
Language: English
Resource Type: Journal article
Local Fields: hal-00365184