Tetrahedron

The mechanistic study and synthetic applications of the base treatment in the ozonolytic reactions

YS Hon, SW Lin, L Lu, YJ Chen

Index: Hon, Yung-Son; Lin, Sheng-Wun; Lu, Ling; Chen, Yao-Jung Tetrahedron, 1995 , vol. 51, # 17 p. 5019 - 5034

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Citation Number: 66

Abstract

The E1cb mechanism is the overwhelming process in the reaction of bases and ozonides. As a quenching agent in the ozonolysis of a variety of alkenes, the reactions involving triethylamine often gave better yields and proceeded faster than those involving methyl sulfide. On the other hand, in the presence of 4 Å molecular sieves, the secondary amines reacted with mono-and 1, 1-di-substituted ozonides to afford the reductive amination ...