4.7 Article

Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 16, Pages 2976-2980

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100410

Keywords

aldol reaction; decarboxylative addition; enantioselectivity; organic catalysis

Funding

  1. JSPS [20750074]
  2. Toyoaki Foundation
  3. Grants-in-Aid for Scientific Research [22750089, 11J06270, 20750074] Funding Source: KAKEN

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The organocatalytic enantioselective decarboxylative addition of malonic acids half thioesters to isatins using a squaramide catalyst afforded the products with high enantioselectivity. These products are key intermediates in the synthesis of 3-substituted 3-hydroxy-2-oxindole derivatives. The first enantioselective synthesis of (-)-flustraminol B has been accomplished.

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