Issue 7, 1991

Synthetic approaches to phorbols via the intramolecular Diels–Alder reactions of furans (IMDAF): oxygen bridge cleavage and high stereocontrol during cycloaddition using α′-benzylthio substituted furan substrates

Abstract

High pressure mediated IMDAF of the α′-benzylthiofuran substrate 1 results in efficient and highly stereoselective cycloaddition; subsequent epimerisation of the cycloadduct 6 is regiospecific and the oxygen bridge may be opened by elimination or hydrolysis.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1991, 527-530

Synthetic approaches to phorbols via the intramolecular Diels–Alder reactions of furans (IMDAF): oxygen bridge cleavage and high stereocontrol during cycloaddition using α′-benzylthio substituted furan substrates

L. M. Harwood, T. Ishikawa, H. Phillips and D. Watkin, J. Chem. Soc., Chem. Commun., 1991, 527 DOI: 10.1039/C39910000527

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