Enyne versus diene RCM in the synthesis of cyclopentene derivatives toward the A ring of FR182877

Abstract : The A ring of FR182877, exemplified by ent-4-b,c, has been synthesized, involving an enyne RCM as the key step. A systematic comparison of enyne vs diene RCM for the formation of cyclopentene derivatives showed that the latter metathesis proceeds much more easily even for this ring size.
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Jacques-Alexis Funel, Joëlle Prunet. Enyne versus diene RCM in the synthesis of cyclopentene derivatives toward the A ring of FR182877. Journal of Organic Chemistry, American Chemical Society, 2004, 69 (13), pp.4555-4558. ⟨10.1021/jo049557d⟩. ⟨hal-00954815⟩

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