Three types of reaction, esterification, C-alkenylation, and O-alkenylation, have been observed between the di-anion (4) and 1-bromo-3-methylbut-2-ene (5) in different solvent systems. Our studies of the effect of the medium on the behaviour of the di-anion (4) towards electrophilic attack by the bromo-alkene (5) resulted in the synthesis of analogues (2) and (6d) of a known anti-sickling agent (3) in high yield. The regioselectivity of the alkenylation reactions is rationalised in terms of solvent polarity.
|Number of pages||3|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1982|
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