Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C
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The combination of ring closing metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium ring cycloalkenes. The fragmentation step can be effected under anionic or radical conditions. The versatility of this method is demonstrated by the total synthesis of (+/-)-periplanone C - a macrocyclic pheromone of Periplaneta americana.
Source:Journal of Organic Chemistry, 2006, 71, 25, 9411-9419
- Amer Chemical Soc, Washington