Synthesis based on cyclohexadienes. Part 21. Total synthesis of (±)-hinesol and (±)-10-epi-hinesol

Janaki, Seenivasaga N. ; Subba Rao, G. S. R. (1997) Synthesis based on cyclohexadienes. Part 21. Total synthesis of (±)-hinesol and (±)-10-epi-hinesol Journal of the Chemical Society, Perkin Transactions 1 (3). pp. 195-200. ISSN 1472-7781

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1997...

Related URL: http://dx.doi.org/10.1039/A606197D

Abstract

An efficient strategy for the construction of the spiro[4.5]decane and eremane systems is described which involves an acid-catalysed rearrangement of an endo alcohol, followed by an oxidative cleavage resulting in the generation of a spiro-system, as the key step. This methodology is extended to the total synthesis of (±)-hinesol and (±)-10-epi-hinesol 2.

Item Type:Article
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