Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation

Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (SN) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.

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Bibliographic Details
Published inTetrahedron letters Vol. 36; no. 47; pp. 8577 - 8580
Main Authors Yu, Jurong, Cho, Hyun-Sung, Falck, J.R.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 20.11.1995
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Summary:Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (SN) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)01853-A