Abstract

The preparation and reactions of 3,5-dilithiated furan and thiophene derivatives bearing the 4,4-dimethyloxazolin-2-yl 2-substituent are reported. The 2- tert-butoxycarbonyl analogues cannot be prepared by direct dimetallation of the corresponding esters but sequential monometallation with in situ trapping by Me 3 SiCl ultimately affords the 3,5-disilylated products: the 3-metallation of the 5-silylated intermediate is accelerated by LiCl.

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