Literature DB >> 11843615

2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates.

Franklin A Davis1, Yongzhong Wu, Hongxing Yan, Kavirayani R Prasad, William McCoull.   

Abstract

[reaction: see text] Diels-Alder reactions of enantiomerically enriched 2H-azirine 3-phosphonates and dienes stereoselectively furnish optically pure, bicyclic aziridine adducts that on hydrogenation afford the first examples of enantiopure quaternary piperidine phosphonates.

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Year:  2002        PMID： 11843615     DOI： 10.1021/ol017289p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  An Overview of Stereoselective Synthesis of α-Aminophosphonic Acids and Derivatives.

Authors:  Mario Ordóñez; Haydée Rojas-Cabrera; Carlos Cativiela
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

2.  Asymmetric synthesis of 2H-azirine 3-carboxylates.

Authors:  Franklin A Davis; Jianghe Deng
Journal:  Org Lett       Date:  2007-03-27       Impact factor: 6.005

3.  Asymmetric synthesis of polyfunctionalized pyrrolidines from sulfinimine-derived pyrrolidine 2-phosphonates. Synthesis of pyrrolidine 225C.

Authors:  Franklin A Davis; He Xu; Yongzhong Wu; Junyi Zhang
Journal:  Org Lett       Date:  2006-05-25       Impact factor: 6.005

Review 4.  Addition and cycloaddition reactions of phosphinyl- and phosphonyl-2H-azirines, nitrosoalkenes and azoalkenes.

Authors:  Américo Lemos
Journal:  Molecules       Date:  2009-10-13       Impact factor: 4.411
  4 in total

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