Literature DB >> 15548066

Asymmetric synthesis of cis-5-substituted pyrrolidine 2-phosphonates using metal carbenoid NH insertion and delta-amino beta-ketophosphonates.

Franklin A Davis1, Yongzhong Wu, He Xu, Junyi Zhang.   

Abstract

Cis-5-substituted pyrrolidine phosphonates, proline surrogates, are prepared by a highly stereoselective intramolecular metal carbenoid N-H insertion from a sulfinimine-derived delta-amino alpha-diazo beta-ketophosphonate. [reaction: see text]

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Year:  2004        PMID： 15548066     DOI： 10.1021/ol048157+

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


  6 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.  Multifunctionalized 3-hydroxypyrroles in a three-step, one-pot cascade process from methyl 3-TBSO-2-diazo-3-butenoate and nitrones.

Authors:  Xinfang Xu; Maxim O Ratnikov; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2011-10-27       Impact factor: 6.005

3.  Asymmetric synthesis of ring functionalized trans-2,6-disubstituted piperidines from N-sulfinyl delta-amino beta-keto phosphonates. total synthesis of (-)-myrtine.

Authors:  Franklin A Davis; He Xu; Junyi Zhang
Journal:  J Org Chem       Date:  2007-02-17       Impact factor: 4.354

4.  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

5.  Synthesis of polysubstituted pyrroles from sulfinimines (N-sulfinyl imines).

Authors:  Franklin A Davis; Kerisha A Bowen; He Xu; Venkata Velvadapu
Journal:  Tetrahedron       Date:  2008-05-05       Impact factor: 2.457

Review 6.  Asymmetric Synthesis of Tetrasubstituted α-Aminophosphonic Acid Derivatives.

Authors:  Aitor Maestro; Xabier Del Corte; Adrián López-Francés; Edorta Martínez de Marigorta; Francisco Palacios; Javier Vicario
Journal:  Molecules       Date:  2021-05-27       Impact factor: 4.411
  6 in total

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