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Communication | Special issue | Vol 80, No. 1, 2010, pp.99-102
Published online, 9th March, 2009
DOI: 10.3987/COM-09-S(S)7
Efforts toward the Synthesis of Pseudolaric Acid A: Intramolecular Bromoetherification as a Multipurpose Synthetic Tool

Jeremy D. Pettigrew and Leo A. Paquette*

*Evans Chemical Laboratories, The Ohio State University, 120 W. 18th Avenue, Columbus, Ohio 43210, U.S.A.


Regioselective double bond cleavage within 5, required for access to the trans-fused perhydroazulene framework of pseudolaric acid A (1), has been accomplished via a highly diastereoselective intramolecular bromoetherification process, the latter serving a dual role as a protecting group tactic.