A radical cyclisation strategy to α-spiro-β-methylene-γ-butyrolactones. Total synthesis of (±)-norbakkenolide-A

Srikrishna, Adusumilli ; Nagaraju, Sankuratri ; Veera Raghava Sharma, G. (1993) A radical cyclisation strategy to α-spiro-β-methylene-γ-butyrolactones. Total synthesis of (±)-norbakkenolide-A Journal of the Chemical Society, Chemical Communications (3). pp. 285-288. ISSN 0022-4936

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1993...

Related URL: http://dx.doi.org/10.1039/C39930000285

Abstract

The 5-exo-dig radical cyclisation reaction of the bromoacetals 9, obtained from the enol ethers 8, and treatment of the resulting hemiacetal 10 with Jones' reagent transforms the cyclic ketones 7 and 12 into α-spiro-β-methylene-γ-butyrolactones 11 and norbakkenolide-A 2.

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