An efficient and highly stereoselective synthesis of cis-1-acetyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2,5]-4,8-octadiones and beta,gamma-trans-beta-acetyl-gamma-aryl-butyrolactones

Authors
Cao, WG Ding, WY Chen, YL Gao, JS
Citation
Wg. Cao et al., An efficient and highly stereoselective synthesis of cis-1-acetyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2,5]-4,8-octadiones and beta,gamma-trans-beta-acetyl-gamma-aryl-butyrolactones, SYN COMMUN, 30(24), 2000, pp. 4523-4530
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
24
Year of publication
2000
Pages
4523 - 4530
Database
ISI
SICI code
0039-7911(2000)30:24<4523:AEAHSS>2.0.ZU;2-J
Abstract
Acetylmethyltriphenylarsonium bromide 6 in the presence of potassium carbon ate and trace water reacted with 2,2-dimethyl-1,3-dioxa-5-substituted-benzy lidene-4,6-dione 2 at room temperature to give cyclopropane derivatives cis -1-acetyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2,5]-4,8-octadiones 7 (X=p-C H3, p-Cl, H, p-NO2) or beta,gamma -trans-beta -acetyl-gamma -aryl-gamma -bu tyrolactones 8 (X=p-CH3O, p-N(CH3)(2), 3',4'-OCH2O-) with good yield and hi gh stereoselectivity.