Prediction of a New Pathway to Presilphiperfolanol
- 30 September 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 10 (21) , 4827-4830
- https://doi.org/10.1021/ol801898v
Abstract
Quantum chemical calculations on the conversion of farnesyl diphosphate to presilphiperfolanol are described. On the basis of the results of this theoretical study, we predict a new mechanism for presilphiperfolanol formation that involves the intermediacy of nerolidyl diphosphate and an unusual reaction step in which a 1,2-alkyl shift and a transannular alkene attack are combined into a concerted process.This publication has 19 references indexed in Scilit:
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