Issue 11, 1975

Elaboration of sclareol by Claisen rearrangement

Abstract

Transetherification of sclareol (labd-14-ene-8,13-diol)(1) with triethyl orthoacetate and subsequent rearrangement gave (E)- and (Z)-ethyl 8-hydroxylabd-13-en-15-ylacetate (2) and (3)(R = CO2Et). Products of cyclisation of these esters with tin(IV) chloride in benzene were characterised. Similar reactions with sclareol monoacetate (11) are described and stereochemical implications are discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 1009-1012

Elaboration of sclareol by Claisen rearrangement

J. M. Mellor and J. A. M. da Cunha Pinto, J. Chem. Soc., Perkin Trans. 1, 1975, 1009 DOI: 10.1039/P19750001009

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