Tetrahedron

A new route to γ-substituted γ-lactones and δ-substituted δ-lactones based on the regioselective β-scission of alkoxyl radicals generated from transannular …

K Kobayashi, A Sasaki, Y Kanno, H Suginome

Index: Kobayashi, Kazuhiro; Sasaki, Akiyoshi; Kanno, Yoshikazu; Suginome, Hiroshi Tetrahedron, 1991 , vol. 47, # 35 p. 7245 - 7258

Full Text: HTML

Citation Number: 17

Abstract

A new general synthesis of γ-substituted γ-lactones and δ-substituted δ-lactones including dihydro-5-octyl-2 (3H)-furanone, a natural pheromone, is described. The synthesis involves the regioselective β-scission of alkoxyl radicals generated from transannular hemiacetals as the key step.

Related Articles:

Mercapturic acid conjugates as urinary end metabolites of the lipid peroxidation product 4-hydroxy-2-nonenal in the rat

[Chemical Research in Toxicology, , vol. 8, # 1 p. 34 - 39]

RECENT PROGRESS IN THE SYNTHESIS AND REACTIVITY OF NITROKETONES. A REVIEW

[Ballini, Roberto; Petrini, Marino; Rosini, Goffredo Synthesis, 1987 , # 8 p. 711 - 713]

Synthesis of (±)-4-alkanolides from pent-4-enoic acid

[Ugurchieva; Lozanova; Zlokazov; Veselovsky Russian Chemical Bulletin, 2008 , vol. 57, # 3 p. 657 - 659]

Electroreductive hydrocoupling of activated olefins with ketones or aldehydes in the presence of trimethylchlorosilane

[Shono, Tatsuya; Ohmizu, Hiroshi; Kawakami, Souta; Sugiyama, Hiroshi Tetrahedron Letters, 1980 , vol. 21, p. 5029 - 5032]

Stannyl ester cyclizations

[Kraus, George A.; Landgrebe, Kevin Tetrahedron, 1985 , vol. 41, # 19 p. 4039 - 4046]

More Articles...