Synthesis of several 8-halopentacyclo[6.4.0.0(2,10).0(3,7).0(4,9)] dodecane derivatives

Authors
Camps, P Pujol, X Rossi, RA Vazquez, S
Citation
P. Camps et al., Synthesis of several 8-halopentacyclo[6.4.0.0(2,10).0(3,7).0(4,9)] dodecane derivatives, SYNTHESIS-S, (5), 1999, pp. 854-858
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
5
Year of publication
1999
Pages
854 - 858
Database
ISI
SICI code
0039-7881(199905):5<854:SOS8D>2.0.ZU;2-N
Abstract
The synthesis of pentacyclo[6.4.0.0(2,10).0.0(3,7).0(4,9)]dodecane-8-carbox ylic acid (7) from the known pentacyclo[6.4.0.0(2,10).0(3,7)0(4,9)]dodecane -8,9-dicarboxylic acid (2) and its halodecarboxylation to the 8-bromo- (6), 8-chloro- (11) and 8-iodo- (10) derivatives is described. Hydrolysis of th e methyl ester of 7 (5) with cone, sulfuric acid at around 90 degrees C giv es the rearrangement product, 8-hydroxypentacyclo[6.5.0.0(2,11).0(3,7).0(4, 10)]tridecan-9-one (8).