Tetrahedron

A general method for the synthesis of the most powerful naturally occurring Maillard flavors

C Fuganti, FG Gatti, S Serra

文献索引：Fuganti, Claudio; Gatti, Francesco G.; Serra, Stefano Tetrahedron, 2007 , vol. 63, # 22 p. 4762 - 4767

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被引用次数: 30

摘要

The natural flavors 2-acetyl-1-pyrroline 1a, 2-propionyl-1-pyrroline 1b, 2-acetyl-3, 4, 5, 6- tetrahydropyridine 1c, 2-acetyl-2-thiazoline 1d, 2-propionyl-2-thiazoline 1e, and the artificial flavor 2-acetyl-5, 6-dihydro-4H-1, 3-thiazine 1f have been prepared by catalytic SeO2 oxidation of the corresponding cyclic imines 6a–c and sulfur cyclic imines 7a–c using TBHP as co-oxidant. The oxidation of the pyrrolines 1a and b is completely regioselective. ...