Synthesis of functionalised bicyclic α-methylene-γ-butyrolactones from 2,3-cyclohexene acetal via radical cyclisation approach

Article abstract of DOI:10.1080/00397919108019773

2,3-Cyclohexene acetal, wherein the acetal functionality is derived from 2R,3R(+)-tartaric acid, has been transformed regioselectively into functionalised bicyclic α-methylene-γ-butyrolactones via radical cyclisations. The radicals were derived from n-bu₃-SnH reactions with secondary bromides and a tertiary nitro compound.

Full text of DOI:10.1080/00397919108019773

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Synthetic Communications: An
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Organic Chemistry
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Synthesis of Functionalised
Bicyclic α-Methylene-γ-
butyrolactones from 2, 3-
Cyclohexene Acetal via Radical
Cyclisation Approach
Yashwant D. Vankar a & Narayan C. Chaudhuri a
a Department of Chemistry, Indian Institute of
Technology, Kanpur, 208016, India
Version of record first published: 23 Sep 2006.
To cite this article: Yashwant D. Vankar & Narayan C. Chaudhuri (1991): Synthesis of
Functionalised Bicyclic α-Methylene-γ-butyrolactones from 2, 3-Cyclohexene Acetal
via Radical Cyclisation Approach, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 21:7, 885-899
To link to this article: http://dx.doi.org/10.1080/00397919108019773
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