SYNTHESIS OF XAPENTACYCLO[7.2.1.0(2,8).0(4,11).0(6,10)]DODECANE - A NOVEL DIACETAL TRIOXA-CAGE

Authors
TSAI SH WU HJ CHUNG WS
Citation
Sh. Tsai et al., SYNTHESIS OF XAPENTACYCLO[7.2.1.0(2,8).0(4,11).0(6,10)]DODECANE - A NOVEL DIACETAL TRIOXA-CAGE, Journal of the Chinese Chemical Society, 43(5), 1996, pp. 445-449
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Journal of the Chinese Chemical Society → ACNP
ISSN journal
00094536
Volume
43
Issue
5
Year of publication
1996
Pages
445 - 449
Database
ISI
SICI code
0009-4536(1996)43:5<445:SOX-AN>2.0.ZU;2-Y
Abstract
5,7-Trioxapentacyclo[7.2.1.0(2,8).0(4,11).0(6,10)] dodecane, the paren t compound of novel diacetal trioxa-cages, was synthesized from maleic anhydride cyclopentadiene adduct 1 by a four-step sequence. Attempts for the synthesis of monoaza dioxa-cage 12 failed. Ozonolysis of compo und 9 in CH2Cl2-EtOH (1:1) at -78 degrees C followed by reduction with Me(2)S gave 13 in 65% yield.