
Tetrahedron p. 10103 - 10110 (1993)
Update date:2022-08-04
Topics:
Ramon
Yus
The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol%) in the presence of a carbonyl compound (Barbier-type conditions) at -78°C leads, after hydrolysis with water, to the corresponding polyfunctionalised compounds 2. Starting materials 1 are easily available from 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.
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