Asymmetric Michael Addition Reaction of α-Aryl-Substituted Lactams Catalyzed by Chiral Quaternary Ammonium Salts Derived from Cinchona Alkaloids: A New Short Synthesis of (+)-Mesembrine.

Autor: Shiori Nunokawa, Masamitsu Minamisawa, Keiji Nakano, Yoshiyasu Ichikawa, Hiyoshizo Kotsuki
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Zdroj: Synlett; 2015, Vol. 26 Issue 16, p2301-2305, 5p
Abstrakt: The enantioselective Michael addition reaction of α-aryl-substituted lactams with electron-deficient olefins was efficiently catalyzed using chiral quaternary ammonium salts derived from cinchona alkaloids. This method was highly useful for the construction of an all-carbon-substituted quaternary carbon stereogenic center at the α-position of lactams in good to high yields and with good enantiomeric excess and could be applied to the short synthesis of (+)-mesembrine. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index