Synthesis of 1-hydroxybicyclo[n.1.0]alkanes (n = 3 and 4) and their silyl ethers from olefinic esters via tandem intramolecular nucleophilic acyl substitution and intramolecular carbonyl addition reactions mediated by [formula omitted] reagent

Treatment of olefinic esters with Ti( OPr- i) 4/2 i- PrMgCl reagent resulted in intramolecular nucleophilic acyl substitution and successive intramolecular carbonyl addition reactions providing 1-hydroxybicyclo[n.1.0]alkanes ( n = 3 and 4) in high yields. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 37; no. 11; pp. 1849 - 1852
Main Authors Kasatkin, Aleksandr, Kobayashi, Katsushige, Okamoto, Sentaro, Sato, Fumie
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.03.1996
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Summary:Treatment of olefinic esters with Ti( OPr- i) 4/2 i- PrMgCl reagent resulted in intramolecular nucleophilic acyl substitution and successive intramolecular carbonyl addition reactions providing 1-hydroxybicyclo[n.1.0]alkanes ( n = 3 and 4) in high yields. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)00160-8