Tetrahedron Letters p. 5417 - 5420 (1991)
Update date:2022-08-03
Topics:
Coulter, Thomas
Grigg, Ronald
Malone, John F.
Sridharan, Visuvanathar
Cyclic secondary α-amino acids react with isatin and menthyl acrylate via decarboxylative azomethine ylide formation and subsequent cycloaddition involving an endo-transition state to give cycloadducts in 67-82percent d.e.The stereochemistry of the major cycloadduct is assigned from a single crystal X-ray structure and a transition state model is proposed for the process. Key Words: 1,3-Dipole; cycloaddition; decarboxylation; chiral induction.
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