Literature DB >> 15876105

Functionalized azabicycloalkane amino acids by nitrone 1,3-dipolar intramolecular cycloaddition.

Leonardo Manzoni1, Daniela Arosio, Laura Belvisi, Antonio Bracci, Matteo Colombo, Donatella Invernizzi, Carlo Scolastico.   

Abstract

[reaction: see text] An efficient and operationally simple method for the synthesis of functionalized azaoxobicyclo[X.3.0]alkane amino acids has been devised. The key step is an intramolecular nitrone cycloaddition on 5-allyl- or 5-homoallylproline that was found to be completely regio- and stereoselective.

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Year:  2005        PMID: 15876105     DOI: 10.1021/jo0500683

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of carbapyochelins via diastereoselective azidation of 5-(ethoxycarbonyl)methylproline derivatives.

Authors:  Wathsala Liyanage; Laksiri Weerasinghe; Roland K Strong; Juan R Del Valle
Journal:  J Org Chem       Date:  2008-08-13       Impact factor: 4.354

2.  An aza-Prins cyclization approach to functionalized indolizidines from 2-allylpyrrolidines.

Authors:  Xiaoxi Liu; Michael P McCormack; Stephen P Waters
Journal:  Org Lett       Date:  2012-10-25       Impact factor: 6.005

  2 in total

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