A new and efficient method for o-quinone methide intermediate generation: application to the biomimetic synthesis of (+/-)-Alboatrin

Raphaël Rodriguez; Robert M Adlington; John E Moses; Andrew Cowley; Jack E Baldwin

doi:10.1021/ol048479d

A new and efficient method for o-quinone methide intermediate generation: application to the biomimetic synthesis of (+/-)-Alboatrin

Org Lett. 2004 Sep 30;6(20):3617-9. doi: 10.1021/ol048479d.

Authors

Raphaël Rodriguez¹, Robert M Adlington, John E Moses, Andrew Cowley, Jack E Baldwin

Affiliation

¹ Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, United Kingdom.

PMID: 15387562
DOI: 10.1021/ol048479d

Abstract

[reaction: see text] A new and efficient method for o-quinone methide intermediate generation from o-methyleneacetoxy-phenols has been developed and applied to the biomimetic synthesis of (+/-)-Alboatrin.

MeSH terms

Biological Factors / chemical synthesis*
Biomimetics
Combinatorial Chemistry Techniques*
Indolequinones / chemical synthesis*
Molecular Structure
Quinones / chemical synthesis*
Stereoisomerism

Substances

Biological Factors
Indolequinones
Quinones
alboatrin
quinone methide