Reduction of xanthene and the oxidative rearrangement of 1,4,5,8-tetrahydroxanthene to a spirodiketolactone.

Authors
Kaiser, HJ Rowe, BJ Garin, DL
Citation
Hj. Kaiser et al., Reduction of xanthene and the oxidative rearrangement of 1,4,5,8-tetrahydroxanthene to a spirodiketolactone., SYN COMMUN, 29(21), 1999, pp. 3749-3755
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
29
Issue
21
Year of publication
1999
Pages
3749 - 3755
Database
ISI
SICI code
0039-7911(1999)29:21<3749:ROXATO>2.0.ZU;2-M
Abstract
Xanthene (dibenzopyran) was reduced to the corresponding tetrahydro (2) and dihydro (3) ethers. The electrochemical reduction was monitored to determi ne the optimum yields. 2 was oxidized to the corresponding syn and anti bis epoxides which cleaved and rearranged to 7-oxaspiro[5.8]pentadeca-3,10-die n-1,8,13-trione (6).