Literature DB >> 20030302

Synthesis of chiral aminophosphines from chiral aminoalcohols via cyclic sulfamidates.

Rongwei Guo1, Shuiming Lu, Xuanhua Chen, Chi-Wing Tsang, Wenli Jia, Christine Sui-Seng, Dino Amoroso, Kamaluddin Abdur-Rashid.   

Abstract

Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.

Entities:  

Year:  2010        PMID: 20030302     DOI: 10.1021/jo902302c

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


  2 in total

1.  Enantioselective synthesis of cyclic carbamimidates via a three-component reaction of imines, terminal alkynes, and p-toluenesulfonylisocyanate using a monophosphine gold(I) catalyst().

Authors:  Matthew J Campbell; F Dean Toste
Journal:  Chem Sci       Date:  2011-05-12       Impact factor: 9.825

2.  Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: application to the synthesis of vernakalant.

Authors:  Dnyaneshwar N Garad; Subhash D Tanpure; Santosh B Mhaske
Journal:  Beilstein J Org Chem       Date:  2015-06-12       Impact factor: 2.883

  2 in total

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