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Inside-Outside Stereoisomerism. 6.+ Synthesis of trans-Bicyclo[4.4.1]undecan-11-one and the First Stereoselective Construction of the Tricyclic Nucleus of the Ring System of the Ingenane Diterpenes

โœ Scribed by Winkler, Jeffrey D.; Henegar, Kevin E.; Hong, Bor-Cherng; Williard, Paul G.


Book ID
126275093
Publisher
American Chemical Society
Year
1994
Tongue
English
Weight
716 KB
Volume
116
Category
Article
ISSN
0002-7863

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Regiospecific cyclization of the alcohol &into the bicyclo[ 4.2.21 compound g was achieved via selective activation of the secondary methoxy group and subsequent acid treatment. A side-chain was introduced at the bridge-head position, thus making up the bicyclomycin skeleton. Bicyclomycin, which i