Author:
Nozaki H.,Katô S.,Noyori R.
Abstract
The addition reactions of dibromo- and dichloro-carbenes to cis,trans,trans-cyclododeca-1,5,9-triene (I) followed a stereoselective scheme analogous to that of other reagents forming a three-membered ring on addition to an olefinic bond. The carbenes attacked preferentially one of the trans double bonds of I and then added to the cis double bond of the resulting bicyclic cis,trans dienes. Skattebøl's ring cleavage of dihalocarbene adducts of cis-cyclo-dodecene as well as of the monoadducts of I, followed by several steps, gave cyclotridecanone in fairly good yields.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
40 articles.
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