REACTIONS OF ALPHA-ALKYL OR NO-ALKOXYCARBONYLMETHYLENE-(TRIPHENYL)PHOSPHORANES WITH PHENANTHRENE-9,1O-QUINONE - SYNTHESIS OF PHENANTHRO[9,1O-B]FURAN DERIVATIVES

Citation
Dn. Nicolaides et al., REACTIONS OF ALPHA-ALKYL OR NO-ALKOXYCARBONYLMETHYLENE-(TRIPHENYL)PHOSPHORANES WITH PHENANTHRENE-9,1O-QUINONE - SYNTHESIS OF PHENANTHRO[9,1O-B]FURAN DERIVATIVES, Journal of the Chemical Society. Perkin transactions. I, (15), 1994, pp. 2107-2112
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
15
Year of publication
1994
Pages
2107 - 2112
Database
ISI
SICI code
0300-922X(1994):15<2107:ROAON>2.0.ZU;2-9
Abstract
Reactions of the alpha-methyl substituted title ylides 2a, 2b with qui none 1 give the unexpected spiro-diastereoisomers 7 and 8 and the acry lates 9. Reactions of the alpha-ethyl and alpha-benzyl substituted yli des 2c and 2d with 1 afford compounds 4, 11 and 13, 14 respectively. R eaction between 1 and the alpha-halogeno substituted ylides 2e, 2f lea ds to formation of the diesters 16a and 16b respectively. All the fuse d furan derivatives obtained are formed via an initial Wittig mono-ole fination of 1 with the ylide used.