Novel route to 5-position vinyl derivatives of thiolactomycin: olefination versus deformylation

TETRAHEDRON LETTERS

卷:47

Article

Kim, P ; Barry, CE ; Dowd, CS

关键词: thiolactomycin;    olefination;    deformylation;   

DOI  :  10.1016/j.tetlet.2006.03.058

来源: Elsevier

【 摘 要 】

Vinyl and diene derivatives of thiolactomycin have been prepared via Horner-Wadsworth-Emmons olefination from protected 5-formyl-3,5-dimethylthiotetronic acid. Several 4-position protecting groups and a variety of phosphonates were evaluated, with MOM protection and beta-ketophosphonates yielding the highest ratio of the desired product to deformylated product. (c) 2006 Elsevier Ltd. All rights reserved.

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