𝔖 Bobbio Scriptorium
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Synthetic studies towards halichondramides, and related novel tris-oxazole containing macrolides from marine organisms. A concise route to the keto-triol formyl enamine moiety.

✍ Scribed by Milton J. Kiefel; John Maddock; Gerald Pattenden


Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
275 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis


A synthesis of the km-trinlfornzyl rrrandrw moiety (3 J irl the marw nretubol~te hnlichondromide (I) is described. The synthesis feamres judiriolrs application of the Evarrs chirul uldol protocol in combinutio~~ with the controlled ring opening ofrhiml a-epoxy alcohol precursor molerules to elaborate the units (5) and (61. A Wadsworrh-Emmons coupling betwetw (51 and (6) next provided (181, which was then elaborated to (3) via the key intermediates ( 19) and ( 21).