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
Full Text: HTML
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).
Related Articles:
A convenient synthesis of 4-and 5-acetyltropolone.
[Yamamoto, Hiroshi; Hara, Atsushi; Noguchi, Ayashi; Kawamoto, Heizan; Inokawa, Saburo; Nozoe, Tetsuo Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 5 p. 1594 - 1598]
Syntheses of α-, β-and γ-Dolabrins
[Nozoe,T. et al. Bulletin of the Chemical Society of Japan, 1960 , vol. 33, p. 1452 - 1458]
Syntheses of α-, β-and γ-Dolabrins
[Nozoe,T. et al. Bulletin of the Chemical Society of Japan, 1960 , vol. 33, p. 1452 - 1458]