Organic & biomolecular chemistry

The Hendrickson reagent and the Mitsunobu reaction: a mechanistic study

KE Elson, ID Jenkins, WA Loughlin

文献索引：Elson, Kathryn E.; Jenkins, Ian D.; Loughlin, Wendy A. Organic and Biomolecular Chemistry, 2003 , vol. 1, # 16 p. 2958 - 2965

全文：HTML全文

被引用次数: 47

摘要

The alkoxytriphenylphosphonium ion intermediate of the Mitsunobu reaction can be generated using the Hendrickson reagent, triphenylphosphonium anhydride trifluoromethanesulfonate, 1. Strangely, while the reagent 1 can be used in place of the Mitsunobu reagents (triphenylphosphine and a dialkylazodicarboxylate) for the esterification of primary alcohols, secondary alcohols such as menthol undergo elimination. Evidence is ...