Regioselective synthesis of [4b, 12c-cis]-Delta(6a,12b)-4b,5,12c,13-tetrahydropyrano[2,3-c : 4,5-c ']bis[1]benzopyran-7-one

Authors
Majumdar, KC Chatterjee, P Saha, S Samanta, SK
Citation
Kc. Majumdar et al., Regioselective synthesis of [4b, 12c-cis]-Delta(6a,12b)-4b,5,12c,13-tetrahydropyrano[2,3-c : 4,5-c ']bis[1]benzopyran-7-one, I J CHEM B, 40(10), 2001, pp. 915-918
Citations number
38
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
10
Year of publication
2001
Pages
915 - 918
Database
ISI
SICI code
0376-4699(200110)40:10<915:RSO[1>2.0.ZU;2-N
Abstract
Hitherto unreported [4b,12c- vid]-Delta (6a,12b)-4b,5,12c,13-tetrahydropyra no[2,3-c : 4,5-c']bis[1]benzopyran-7-ones 2a-f have been regioselectively s ynthesized in 65-75% yields from 1-aryloxymethylpyrano[2,3-c][1]benzopyran- 5(3H)-ones 1a-f by heating in N,N-diethylaniline via tandem cyclization inv olving[3,3] sigmatropic rearrangement followed by enolisation and an intern al [1,6] Michael addition of the phenolic moiety to the diene-lactone moiet y.