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Title Stereoselective Synthesis of Donor-Acceptor Cyclopropapyranone by Intramolecular Cyclopropanation of Vinylogous Carbonates: Application to the Total Synthesis of (+/-)-Diospongin B
 
Names GHARPURE, SJ
MANE, SP
NANDA, LN
SHUKLA, MK
Date Issued 2016 (iso8601)
Abstract An intramolecular, stereoselective cyclopropanation of vinylogous carbonates with carbenes using copper catalyst is developed for the synthesis of donor-acceptor substituted cyclopropapyranones. Completely regioselective ring cleavage of each of the cyclopropane bonds was achieved under suitable reaction conditions, leading to a diverse array of cyclic ethers. The developed method is utilized in the total synthesis of (+/-)-diospongin B.
Genre Article
Topic FUSED POLYCYCLIC ETHERS
Identifier ISRAEL JOURNAL OF CHEMISTRY,56(42922)553-557