Tetrahedron letters

Stereoselective synthesis of substituted oxetanes

P Galatsis, DJ Parks

Index: Galatsis, Paul; Parks, Daniel J. Tetrahedron Letters, 1994 , vol. 35, # 36 p. 6611 - 6614

Full Text: HTML

Citation Number: 21

Abstract

The discovery of anti-viral compounds, such as oxetanocin, that contain oxetaoe rings has sparked an interest in the synthesis of these cyclic ethers. 1 In preliminary efforts2, we investigated a deumjugative aldol-cyclixation sequence for the construction of cyclic ethers. In this system we noted a dichotomy in the reaction manifolds that the intermediate homoallylic alcohols could undergo (see scheme 1). In studies of halolactonization, it was noted that the regiochemistry could be controlled ...

Related Articles:

Mechanism of fragmentation of alkylidene-Meldrum's acids. Carboxyketene, vinylketene, and methyleneketene intermediates from 5-cyclopentylidene-2, 2-dimethyl-1, …

[Wentrup, Curt; Gross, Gerhard; Berstermann, Hans-Michael; Lorencak, Primoz Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2877 - 2881]

Asymmetric Dihydroxylation of β, γ??Unsaturated Carboxylic Esterswith Trisubstituted C= C Bonds–Enantioselective Syntheses of Trisubstituted γ??Butyrolactones

[Kapferer, Tobias; Brueckner, Reinhard European Journal of Organic Chemistry, 2006 , # 9 p. 2119 - 2133]

Benzyne, cyclohexyne, and 3-azacyclohexyne and the problem of cycloalkyne versus cycloalkylideneketene genesis

[Wentrup,C.; Blanch,R.; Briehl,H. Journal of the American Chemical Society, 1988 , vol. 110, p. 1874]

Cyclopentadienylideneethenone: Pyrolytic Generation and Argon Matrix Infrared Spectroscopic Study

[Brown, Roger F. C.; Browne, Neil R.; Coulston, Karen J.; Eastwood, Frank W.; Irvine, Margaret J.; et al. Australian Journal of Chemistry, 1989 , vol. 42, # 8 p. 1321 - 1344]

Mechanism of fragmentation of alkylidene-Meldrum's acids. Carboxyketene, vinylketene, and methyleneketene intermediates from 5-cyclopentylidene-2, 2-dimethyl-1, …

[Wentrup, Curt; Gross, Gerhard; Berstermann, Hans-Michael; Lorencak, Primoz Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2877 - 2881]

More Articles...