Organic Letters

A convergent coupling strategy for the formation of polycyclic ethers

MT Crimmins, PJ McDougall, KA Emmitte

Index: Crimmins, Michael T.; McDougall, Patrick J.; Emmitte, Kyle A. Organic Letters, 2005 , vol. 7, # 18 p. 4033 - 4036

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Abstract

Abstract (Chemical Equation Presented) A stereoselective synthesis of the BCDE fragment of brevetoxin A has been completed. anti-Glycolate aldol, glycolate alkylation, and ring- closing metathesis reactions were employed as key bond-forming events. A convergent assembly strategy was employed that relied on a Horner-Wadsworth-Emmons union of two complex fragments. Subsequent cyclization and dehydration led to efficient generation of ...

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