Reduction of acetals with TiCl4-LiAlH4.
H Ishikawa, T Mukaiyama
Index: Ishikawa,H.; Mukaiyama,T. Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 2059 - 2063
Full Text: HTML
Citation Number: 22
Abstract
The reduction of dialkyl acetals derived from aromatic aldehydes and ketones with TiCl 4– LiAlH 4 in THF or diethyl ether at room temperature afforded the coupling products, pinacol ethers or olefins, in high yields. On the other hand, when acetals derived from aliphatic aldehydes and ketones were treated with TiCl 4–LiAlH 4 in diethyl ether, the reductive dealkoxylation took place and the corresponding ethers were isolated in good yields. As ...
Related Articles:
[Corbin, D. R.; Eaton, D. F.; Ramamurthy, V. Journal of the American Chemical Society, 1988 , vol. 110, # 14 p. 4848 - 4849]
[Fujisawa, Hidehiko; Hayakawa, Yuichiro; Sasaki, Yasuhiro; Mukaiyama, Teruaki Chemistry Letters, 2001 , # 7 p. 632 - 633]
[Ramamurthy, V.; Corbin, D. R.; Eaton, D. F. Journal of Organic Chemistry, 1990 , vol. 55, # 18 p. 5269 - 5278]
[Kaanumalle, Lakshmi S.; Ramesh; Maddipatla, V. S. N. Murthy; Nithyanandhan, Jayaraj; Jayaraman, Narayanaswamy; Ramamurthy Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5062 - 5069]
[Kaanumalle, Lakshmi S.; Ramesh; Maddipatla, V. S. N. Murthy; Nithyanandhan, Jayaraj; Jayaraman, Narayanaswamy; Ramamurthy Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5062 - 5069]