The palladium-mediated cross-coupling of bromotropolones with organostannanes; application to concise syntheses of β-dolabrin, β-thujaplicin, 7-methoxy-4- …

MG Banwell, MP Collis, GT Crisp, JN Lambert…

Index: Banwell, Martin G.; Collis, Maree P.; Crisp, Geoffrey T.; Lambert, John N.; Reum, Monica E.; Scoble, Judith A. Journal of the Chemical Society, Chemical Communications, 1989 , # 10 p. 616 - 617

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Citation Number: 15

Abstract

The bromotropolones (1),(2), and (3) cross-couple with organostannanes in the presence of palladium (0) to produce alkyl, alkenyl, or aryl substituted tropolones; the methodology has been applied to the synthesis of the monoterpenes β-dolabrin (4), β-thujaplicin (5), 7- methoxy-4-isopropyltropolone (7), and β-thujaplicinol (8).