4.7 Article

Organocatalytic Asymmetric Synthesis of Protected α,β-Diamino Acids

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 17, Pages 2797-2800

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900580

Keywords

asymmetric catalysis; alpha,beta-diamino acids; Mannich reaction; organocatalysis; quinine derivatives

Funding

  1. Ministry of Education in Singapore [720683225]
  2. Nanyang Technological University [RG53/07]

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In the presence of the readily available quinine-derived catalyst 4d, highly diastereo- and enantioselective Mannich reactions of tosyl-protected imines and alpha-isothiocyanato imides proceeded to afford the protected alpha,beta-diamino acids, useful building blocks for natural products and biologically active compounds, in good to excellent yields.

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