Enantioselective total synthesis of Brevetoxin A: Unified strategy for the B, E, G, and J subunits
…, KA Emmitte, PA Haile, PJ McDougall…
Index: Crimmins, Michael T.; Ellis, J. Michael; Emmitte, Kyle A.; Haile, Pamela A.; McDougall, Patrick J.; Parrish, Jonathan D.; Zuccarello, J. Lucas Chemistry - A European Journal, 2009 , vol. 15, # 36 p. 9223 - 9234
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Citation Number: 26
Abstract
Abstract Brevetoxin A is a decacyclic ladder toxin that possesses 5-, 6-, 7-, 8-, and 9- membered oxacycles, as well as 22 tetrahedral stereocenters. Herein, we describe a unified approach to the B, E, G, and J rings based upon a ring-closing metathesis strategy from the corresponding dienes. The enolate technologies developed in our laboratory allowed access to the precursor acyclic dienes for the B, E, and G medium-ring ethers. The ...
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