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[3,3] Sigmatropic rearrangement of allylic alcohols with ethyl β,β-diethoxyacrylate: Regiospecific synthesis of substituted allylmalonates

✍ Scribed by Stanley Raucher; Ki-Whan Chi; David S. Jones


Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
231 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis


3,3] Sigmatropic rearrangement of allylic alcohols with ethyl P,P-diethoxyacrylate provides a convenient method for the regiospecific synthesis of substituted allylmalonates 2. The [3,3] sigmatropic rearrangement of ally1 vinyl ether derivatives to 7,b-unsaturated carbonyl compounds provides an extremely useful and versatile method for the formation of new carbon-carbon bonds. 3 The Johnson ortho ester Claisen rearrangement4 has proven to be quite


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