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Enantioselective formal total synthesis of roseophilin
S J Bamford1, T Luker, W N Speckamp
1Laboratory of Organic Chemistry, University of Amsterdam, The Netherlands.
Organic Letters
|May 11, 2000
Abstract:
[formula: see text] An enantioselective formal total synthesis of roseophilin 3 is presented. The 13-membered ring of macrotricycle 1 was formed via an efficient ring-closing metathesis reaction of bicycle 4. A palladium-catalyzed methoxycarbonylation reaction of enol triflate 5 was utilized to functionalize the right-hand ring of bicycle 2. The allyl substituent was introduced by a radical allylation of alpha-bromoketone 17.