Double-chelation-assisted Rh-catalyzed intermolecular hydroacylation between salicylaldehydes and 1,4-penta- or 1,5-hexadienes |
| |
Authors: | Imai Masanori Tanaka Masakazu Tanaka Keitaro Yamamoto Yoichiro Imai-Ogata Naoko Shimowatari Masato Nagumo Shinji Kawahara Norio Suemune Hiroshi |
| |
Affiliation: | Hokkaido College of Pharmacy, Hokkaido 047-0264, Japan. |
| |
Abstract: | Intermolecular hydroacylation between salicylaldehydes 1, 26-40 and 1,4-penta- or 1,5-hexadienes 4-13 by Rh-catalyst proceeded under mild reaction conditions to give a mixture of iso- and normal-hydroacylated products 14-25, 41-55, and 57-60. In the hydroacylation reaction, chelation of both salicylaldehyde and diene to the Rh-complex plays a crucial role. The ratio of iso- and normal-hydroacylated products could be regulated by the addition of salicylic acid or amines. The effects of various Rh-complexes, solvents, and additives were examined, and the plausible mechanisms of the catalytic cycle were proposed on the basis of the deuterium-labeling salicylaldehyde experiments. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|