An unprecedented selective autoxidation of tertiary amines to amine oxides

DP Riley, PE Correa

Index: Riley, Dennis P.; Correa, Paul E. Journal of Organic Chemistry, 1985 , vol. 50, # 9 p. 1563 - 1564

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Citation Number: 15

Abstract

While it is unclear exactly why the presence of Ti(0-i- Pr)4 provides such a strong tendency for 2,3-epoxy acids and secondary amides to be opened by nucleophiles at C-3, the observed regioselectivities may be rationalized by proposing the formation of an intermediate titanium complex such as 18. Opening at C-3 occurs preferentially PY ... Acknowledgment. We thank the National Science Foundation (CHE-8308355) and Merck and Company for generous support of this ...