Tetrahedron

Synthesis of conjugated γ-and δ-lactones from aldehydes and ketones via a vinylation (allylation)-ring closing metathesis–oxidation sequence

…, M Carda, S Rodrı́guez, E Castillo, MN Kneeteman

文献索引：Marco, J. Alberto; Carda, Miguel; Rodriguez, Santiago; Castillo, Encarnacion; Kneeteman, Maria N. Tetrahedron, 2003 , vol. 59, # 23 p. 4085 - 4101

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被引用次数: 40

摘要

Nucleophilic C-vinylation and C-allylation of aldehydes and ketones followed by O-allylation of the obtained carbinols gave the corresponding allyl or homoallyl ethers, respectively. Ring-closing metathesis of these compounds afforded in many cases cyclic ethers (dihydrofurans and dihydropyrans, respectively) bearing disubstituted and trisubstituted C C bonds. These were then subjected to allylic oxidation to yield conjugated γ-and δ- ...