Aminolead compounds as a new reagent for regioselective ring opening of epoxides
J Yamada, M Yumoto, Y Yamamoto
Index: Yamada, Jun-ichi; Yumoto, Masatoshi; Yamamoto, Yoshinori Tetrahedron Letters, 1989 , vol. 30, # 32 p. 4255 - 4258
Full Text: HTML
Citation Number: 78
Abstract
Summary: Regioselective ring opening of epoxides is accomplished by using aminolead compounds; the reagents attack the less hindered carbon of epoxide ring, and the amino alcohols are obtained in good yields. ... Regioselective ring opening of epoxides with amines is an important procedure for the synthesis of I%amino alcohols. Heating epoxides in the presence of excess amines, the direct reaction, has a number of limitations; 1) low nucleophilicity of amines ...
Related Articles:
[Cepanec, Ivica; Litvic, Mladen; Mikuldas, Hrvoje; Bartolincic, Anamarija; Vinkovic, Vladimir Tetrahedron, 2003 , vol. 59, # 14 p. 2435 - 2439]
[Schmidt; Schmidt, Brigitte F.; Snyder; Snyder, Emily J.; Carroll; Carroll, Robin M.; Farnsworth; Farnsworth, David W.; Michejda; Michejda, Christopher J.; Smith R.H.; Smith Jr., Richard H. Journal of Organic Chemistry, 1997 , vol. 62, # 25 p. 8660 - 8665]