We have reported that alkyllithiums1 and lithium amides2 reacted with o-vinylphenyloxazolines to give addition products in good yields (scheme 1). It is also known that styrene suffers addition of alkyllithiums to the exocyclic double bond.3
Here, we studied the influence that the absence of the oxazoline group could have in the course of the reaction. We did our experiments with a carboxyl group instead and we observed lower yields than with the oxazoline group in the ring (scheme 2).
We studied as well reaction of lithium morpholide with o- carboxystyrene (scheme 3) and with styrene itself (scheme 4).
AcknowledgmentsFinancial support form Spanish DGICYT (PB93-0647) is gratefully acknowledged.