Literature DB >> 19180171

alpha-Amino 1,3-Dithioketal Mediated Asymmetric Synthesis of Piperidines (L-733,060) and Tetrahydrofuran Glycines.

Franklin A Davis1, Tokala Ramachandar.   

Abstract

Sulfinimine-derived alpha-amino 1,3-dithianes, alpha-amino carbonyl chiral building blocks, are utilized in asymmetric syntheses of (+)-(tetrahydrofuran-2-yl)glycine and the 2,3-disubstituted piperidine (+)-L-733,060.

Entities:  

Year:  2008        PMID： 19180171      PMCID： PMC2344145          DOI： 10.1016/j.tetlet.2007.11.170

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Synthesis and diastereoselective reactions of n,n-dibenzylamino aldehydes and related compounds.

Authors:  M T Reetz
Journal:  Chem Rev       Date:  1999-05-12       Impact factor: 60.622

2.  Straightforward syntheses of furanomycin derivatives and their biological evaluation.

Authors:  Uli Kazmaier; Saskia Pähler; Rainer Endermann; Dieter Häbich; Hein-Peter Kroll; Bernd Riedl
Journal:  Bioorg Med Chem       Date:  2002-12       Impact factor: 3.641

Review 3.  Adventures in sulfur-nitrogen chemistry.

Authors:  Franklin A Davis
Journal:  J Org Chem       Date:  2006-11-24       Impact factor: 4.354

4.  Nucleophilic addition to 3-substituted pyridinium salts: expedient syntheses of (-)-L-733,061 and (-)-CP-99,994.

Authors:  Alexandre Lemire; Michel Grenon; Mehrnaz Pourashraf; André B Charette
Journal:  Org Lett       Date:  2004-09-30       Impact factor: 6.005

5.  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

6.  A general approach to (5S,6R)-6-alkyl-5-benzyloxy-2-piperidinones: application to the asymmetric syntheses of neurokinin substance P receptor antagonist (-)-L-733,061 and (-)-deoxocassine.

Authors:  Liang-Xian Liu; Yuan-Ping Ruan; Zheng-Qing Guo; Pei-Qiang Huang
Journal:  J Org Chem       Date:  2004-09-03       Impact factor: 4.354

7.  Asymmetric synthesis of (+)-L-733, 060 and (+)-CP-99, 994 based on a new chiral 3-piperidinol synthon.

Authors:  Pei-Qiang Huang; Liang-Xian Liu; Bang-Guo Wei; Yuan-Ping Ruan
Journal:  Org Lett       Date:  2003-05-29       Impact factor: 6.005

8.  Sulfinimine-derived 2,3-diamino esters in the asymmetric synthesis of piperidine (2S,3S)-(+)-CP-99,994.

Authors:  Franklin A Davis; Yanfeng Zhang; Danyang Li
Journal:  Tetrahedron Lett       Date:  2007-10-29       Impact factor: 2.415
  8 in total

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