Viswanatha, Venkatappa and Rao, GS Krishna (1974) Studies in terpenoids. Part XXXI. Synthesis of pyrocurzerenone, a furosesquiterpenoid from Curcuma zedoaria. In: Perkin Transactions 1 (4). pp. 450-453.
PDF
fulltext.pdf - Published Version Restricted to Registered users only Download (526kB) | Request a copy |
Abstract
7-Acetonyloxy-5-methyl--tetralone (Vc) was cyclodehydrated to 7,8-dihydro-1,5-dimethylnaphtho[2,1-b]furan-9(6H)-one (VIa), the structure of which was established by an independent synthesis from methyl 4-(4-acetonyloxy-2-methylphenyl)butyrate (IXd). Similarly, 7-acetonyloxy-2,5-dimethyl--tetralone (Vf), synthesized via 4-(5-isopropyl-4-methoxy-2-methylphenyl)-2-methylbutyric acid (XIIb) and 7-methoxy-2,5-dimethyl--tetralone (Vd), was cyclodehydrated to 7,8-dihydro-1,5,8-trimethylnaphtho[2,1-b]furan-9(6H)-one (VIb), which on reduction and dehydration furnished pyrocurzerenone (6,7-dihydro-1,5,8-trimethylnaphtho[2,1-b]furan)(I). The deisopropylation and cyclodehydration of (XIIb) to (Vd) were effected in one step by treatment with polyphosphoric acid.
Item Type: | Journal Article |
---|---|
Publication: | Perkin Transactions 1 |
Publisher: | Royal Society of Chemistry |
Additional Information: | Copyright of this article belongs to Royal Society of Chemistry. |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 22 Dec 2009 09:03 |
Last Modified: | 19 Sep 2010 05:50 |
URI: | http://eprints.iisc.ac.in/id/eprint/24465 |
Actions (login required)
View Item |