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A new, stereocontrolled synthesis of cis,anti,cis-tricyclo[6.3.0.02,6]undecanes. Total synthesis of (.+-.)-hirsutene

โœ Scribed by Tatsuta, Kuniaki; Akimoto, Kohji; Kinoshita, Mitsuhiro

Book ID
127307710
Publisher
American Chemical Society
Year
1979
Tongue
English
Weight
402 KB
Volume
101
Category
Article
ISSN
0002-7863

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The transannular photocyclization of the cis,cis-cyclodecs-1,6+lienes to the tricyolo 5.3.0.02p6 --C 3 decane (1) may be explained due to the proximity in space of the two double bonds in the ~~hamnocks conformation I (2). Hence, in an intramolecular photocyclization of the isomeric trans,trans,cycl