Synthetic applications of phenylselenenyl chloride additions. A simple 1, 3-enone transposition sequence

D Liotta, G Zima

Index: Liotta, Dennis; Zima, George Journal of Organic Chemistry, 1980 , vol. 45, # 12 p. 2551 - 2553

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Citation Number: 21

Abstract

CH3 The relative reactivity of alkyl tosylates vs. alkyl iodides and bromides toward LiA1H4 was determined by compe- tition experiments in EE and DG. Results summarized in Table I1 clearly indicate that in ethyl ether alkyl tosy- lates can be rapidly and selectively (>99%) reduced in the presence of alkyl iodides and bromides (12% attack). In diglyme it is possible to selectively reduce alkyl iodides and bromides without significant attack on alkyl tosylates. It was desirable to ...