Highly efficient synthesis of bicyclo[3.3.1]nonane skeleton

Authors
Yang, JD Kim, MS Lee, M Baik, W Koo, S
Citation
Jd. Yang et al., Highly efficient synthesis of bicyclo[3.3.1]nonane skeleton, SYNTHESIS-S, (6), 2000, pp. 801-804
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
6
Year of publication
2000
Pages
801 - 804
Database
ISI
SICI code
0039-7881(200006):6<801:HESOBS>2.0.ZU;2-P
Abstract
A highly efficient method has been developed for the construction of a bicy clo[3.3.1]nonane skeleton, which entails two consecutive tandem conjugate a ddition-intramolecular aldol reaction of ethyl acetoacetate (2 equiv) with conjugated enals. After hydrolysis of the double cyclization products, 6- a nd/or 7-substituted 1-hydroxybicyclo[3.3.1]nonan-3-ones have been obtained.