874660-58-9Relevant academic research and scientific papers
Enantioselective total synthesis of brevetoxin A: convergent coupling strategy and completion
Crimmins, Michael T.,Zuccarello, J. Lucas,McDougall, Patrick J.,Ellis, J. Michael
supporting information; experimental part, p. 9235 - 9244 (2010/04/05)
A highly convergent, enantioselective total synthesis of brevetoxin A is reported. The development of a [X+ 2+ X] Horner-Wadsworth-Emmons/ cyclodehydration/reductive etherification convergent coupling strategy allowed a unified approach to the synthesis o
Convergent, stereoselective synthesis of the GHIJ fragment of brevetoxin A
Crimmins, Michael T.,Zuccarello, J. Lucas,Cleary, Pamela A.,Parrish, Jonathan D.
, p. 159 - 162 (2007/10/03)
(Chemical Equation Presented) A stereoselective synthesis of the GHIJ fragment of brevetoxin A utilizing a convergent assembly strategy is described. Glycolate alkylation, ring-closing metathesis, and Hosomi-Sakurai reactions were central operations in the construction of the G ring and J ring subunits, which were united through a Horner-Wadsworth-Emmons coupling. Subsequent dehydrative cyclization produced an endocyclic enol ether that was further elaborated to the tetracyclic GHIJ fragment of brevetoxin A.
