Palladium-and platinum-catalyzed addition of aldehydes and imines with allylstannanes. chemoselective allylation of imines in the presence of aldehydes
H Nakamura, H Iwama…
Index: Nakamura, Hiroyuki; Iwama, Hideki; Yamamoto, Yoshinori Journal of the American Chemical Society, 1996 , vol. 118, # 28 p. 6641 - 6647
Full Text: HTML
Citation Number: 235
Abstract
The reaction of allylstannanes 1 with aldehydes 2 in THF was catalyzed by Pd (II) or Pt (II) complexes (10 mol%) either at room temperature or at reflux, giving the corresponding homoallylic alcohols 3 in high to good yields. Among the catalysts examined, PtCl2 (PPh3) 2 gave the best result. No only allyltribitylstannane but also methallyl-and crotyltributylstannane could be utilized in this transition metal catalyzed reaction. Detailed ...
Related Articles:
[Houllemare, Didier; Outurquin, Francis; Paulmier, Claude Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 11 p. 1629 - 1632]
A new method of the zinc promoted transformation of carbonyl compounds to homoallylic alcohols.
[Shono, Tatsuya; Ishifune, Manabu; Kashimura, Shigenori Chemistry Letters, 1990 , # 3 p. 449 - 452]
[Takeda, Takeshi; Miura, Ichiro; Horikawa, Yasuo; Fujiwara, Tooru Tetrahedron Letters, 1995 , vol. 36, # 9 p. 1495 - 1498]