Cg. Cho et al., Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone with cycloalkenyl silylethers for the synthesis of bicarbocycles, TETRAHEDR L, 42(46), 2001, pp. 8193-8195
3,5-Dibromo-2-pyrone underwent facile Diels-Alder [4+2] cycloadditions with
cycloalkenyl silyl ethers to provide a series of tricyclolactones, with go
od to excellent chemical yields and stereoselectivity. The resulting cycloa
dducts could be readily converted into the corresponding bicarbocycles upon
selective debromination and reductive lactone ring opening reactions. (C)
2001 Elsevier Science Ltd. All rights reserved.