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

Selective [3 + 2] Huisgen cycloaddition. Synthesis of trans-disubstituted triazolodiazepines from aza-Baylis-Hillman adducts

J Org Chem. 2009 Mar 6;74(5):2004-7. doi: 10.1021/jo802533d.

Authors

Valérie Declerck¹, Loic Toupet, Jean Martinez, Frédéric Lamaty

Affiliation

¹ Institut des Biomolécules Max Mousseron, UMR 5247 CNRS-Université Montpellier 2, 34095 Montpellier Cedex 5, France.

PMID: 19199794
DOI: 10.1021/jo802533d

Abstract

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

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azepines / chemical synthesis*
Azepines / chemistry
Cyclization
Molecular Structure
Stereoisomerism
Triazoles / chemical synthesis*
Triazoles / chemistry

Substances

Azepines
Triazoles
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