General One??Pot Reductive gem??Bis??Alkylation of Tertiary Lactams/Amides: Rapid Construction of 1??Azaspirocycles and Formal Total Synthesis of (±)?? …
…, JM Luo, XE Xia, Y Wang, PQ Huang
Index: Xiao, Kai-Jiong; Luo, Jie-Min; Xia, Xiao-Er; Wang, Yu; Huang, Pei-Qiang Chemistry - A European Journal, 2013 , vol. 19, # 39 p. 13075 - 13086
Full Text: HTML
Citation Number: 36
Abstract
Abstract Amides are a class of highly stable and readily available compounds. The amide functional group constitutes a class of powerful directing/activating and protecting group for C [BOND] C bond formation. Tertiary tert-alkylamine, including 1-azaspirocycle is a key structural feature found in many bioactive natural products and pharmaceuticals. The transformation of amides into tert-alkylamines generally requires several steps. In this ...
Related Articles:
A novel deselenation in the reaction of selenoamides with organolithium reagents.
[Sekiguchi, Masahito; Ogawa, Akiya; Fujiwara, Shin-Ichi; Ryu, Ilhyong; Kambe, Nobuaki; Sonoda, Noboru Chemistry Letters, 1990 , # 11 p. 2053 - 2056]
[Stewart; Hauser Journal of the American Chemical Society, 1955 , vol. 77, p. 1098,1100]
Sequential One-Pot Reactions of Thioformamides with Organolithium and Zinc Reagents
[Murai, Toshiaki; Matsushita, Koji Phosphorus, Sulfur and Silicon and the Related Elements, 2011 , vol. 186, # 5 p. 1094 - 1103]
The Reactions of Esters of Amidosulfurous Acid
[Takei,H. et al. Bulletin of the Chemical Society of Japan, 1968 , vol. 41, p. 1925 - 1928]
N-Alkylation of Nitriles with Benzyl Alcohol, Related Alcohols, and Glycols1
[Kantor; Hauser Journal of the American Chemical Society, 1951 , vol. 73, p. 4122,4128]