Literature DB >> 16706504

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

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

Abstract

[reaction: see text] The Horner-Wadsworth-Emmons reaction of aldehydes with sulfinimine-derived 3-oxo pyrrolidine phosphonates represents a new method for the asymmetric synthesis of ring-functionalized cis-2,5-disubstituted 3-oxo pyrrolidines.

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Year:  2006        PMID: 16706504      PMCID: PMC2530903          DOI: 10.1021/ol060521c

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


  14 in total

Review 1.  The defensive chemistry of ants.

Authors:  S Leclercq; J C Braekman; D Daloze; J M Pasteels
Journal:  Fortschr Chem Org Naturst       Date:  2000

2.  Stereoselective synthesis of pyrrolidines from N-allyl oxazolidines via hydrozirconation-cyclization.

Authors:  Jean-Luc Vasse; Antoine Joosten; Clément Denhez; Jan Szymoniak
Journal:  Org Lett       Date:  2005-10-27       Impact factor: 6.005

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

Authors:  Franklin A Davis; Yongzhong Wu; Hongxing Yan; Kavirayani R Prasad; William McCoull
Journal:  Org Lett       Date:  2002-02-21       Impact factor: 6.005

Review 4.  Alkaloids from amphibian skin: a tabulation of over eight-hundred compounds.

Authors:  John W Daly; Thomas F Spande; H Martin Garraffo
Journal:  J Nat Prod       Date:  2005-10       Impact factor: 4.050

5.  Asymmetric synthesis of alpha-substituted beta-amino ketones from sulfinimines (N-sulfinyl imines). synthesis of the indolizidine alkaloid (-)-223A.

Authors:  Franklin A Davis; Bin Yang
Journal:  J Am Chem Soc       Date:  2005-06-15       Impact factor: 15.419

6.  Asymmetric total synthesis of (-)-agelastatin a using sulfinimine (N-sulfinyl imine) derived methodologies.

Authors:  Franklin A Davis; Jianghe Deng
Journal:  Org Lett       Date:  2005-02-17       Impact factor: 6.005

7.  Asymmetric synthesis of 2,4,5-trisubstituted piperidines from sulfinimine-derived delta-amino beta-ketoesters. Formal synthesis of pseudodistomin B triacetate.

Authors:  Franklin A Davis; Junyi Zhang; Yingxin Li; He Xu; Charles DeBrosse
Journal:  J Org Chem       Date:  2005-07-08       Impact factor: 4.354

8.  Asymmetric synthesis of alpha-amino 1,3-dithioketals from sulfinimines (N-sulfinyl imines). Synthesis of (2S,3R)-(-)-3-hydroxy-3-methylproline.

Authors:  Franklin A Davis; Tokala Ramachandar; Hu Liu
Journal:  Org Lett       Date:  2004-09-16       Impact factor: 6.005

9.  Improved asymmetric synthesis of aziridine 2-phosphonates using (S)-(+)-2,4,6-trimethylphenylsulfinamide.

Authors:  Franklin A Davis; Tokala Ramachandar; Yongzhong Wu
Journal:  J Org Chem       Date:  2003-09-05       Impact factor: 4.354

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

Authors:  Franklin A Davis; Yongzhong Wu; He Xu; Junyi Zhang
Journal:  Org Lett       Date:  2004-11-25       Impact factor: 6.005

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  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 multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.

Authors:  Arun K Ghosh; Sarang Kulkarni; Chun-Xiao Xu; Phillip E Fanwick
Journal:  Org Lett       Date:  2006-09-28       Impact factor: 6.005

3.  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 4.  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

  4 in total

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