The Journal of Organic Chemistry

Ring-size effects in the reaction of benzocycloalkadiene epoxides with lithium diisopropylamide

RW Thies, RH Chiarello

Index: Thies,R.W.; Chiarello,R.H. Journal of Organic Chemistry, 1979 , vol. 44, # 8 p. 1342 - 1344

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Citation Number: 25

Abstract

Conclusion The thermal decomposition of aluminum alkoxides represents a facile means for dehydration, especially for primary alcohols. The tempeirature threshold is well below that for comparable xanthate or acetate pyrolyses. Yields are better, although some isomerization occurs; even relatively sensitive alcohols such as the allylic terpenoid alcohols can be successfully dehydrated. The mechanism appears to be a standard concerted cis- ...