A new synthetic route to β-bromoprop-2-ynyl mixed acetals and bromovinyl bis-allyl mixed acetals, precursors of α-methylene-γ-butyrolactones

JP Dulcere, MN Mihoubi, J Rodriguez

Index: Dulcere, J. P.; Mihoubi, M. N.; Rodriguez, J. Journal of the Chemical Society, Chemical Communications, 1988 ,  # 3  p. 237 - 239

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Abstract

There has been considerable work on the synthesis of a-methylene-y-buytrolactones owing to the biological and tumour-inhibiting activities of a number of naturally occurring terpenoids containing this structural unit. 1 More specifically, methylene-tetrahydrofurans have recently received much attention owing to their preformed methylene moiety.' They can readily be synthesized by radical cyclization of (S-bromo- prop-2-ynyl ethers. then oxidized into a-methylene-y-butyro- ...