Regioselective Rh2(OAc)4-promoted reactions of methyl diazoacetate with terminal triple bond enynes
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 709-713
- https://doi.org/10.1039/p29940000709
Abstract
The selective Rh2(OAc)4-promoted methoxycarbonylmethylenation of a triple bond in enynes, with a terminal triple bond, by methyl diazoacetate is established, and the main factors, affecting the regioselectivity of the process, are elucidated. The easy in situ[2 + 2]-dimerization of methyl 1-alkenylcyclopropene-3-carboxylates in dimethyl trans-1,2-dialkenyltricyclo[3.1.0.02,4]hexane-3,6-dicarboxylates 2 is found, and their thermal rearrangement into dimethyl trans-1,2-dialkenylcyclohexa-1,4-diene-3,6-dicarboxylates 7 is also described.Keywords
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