Functionalization of alpha,beta-unsaturated esters and ketones: A facile and highly stereoselective one-pot approach to N-protected alpha,beta-dehydroamino acid derivatives

作者：Chen DJ; Guo L; Liu JY; Kirtane S; Cannon JF; Li GG^*

来源：Organic Letters, 2005, 7(5): 921-924.

DOI：10.1021/ol050002u

A new, facile, and highly stereoselective protocol toward alpha,beta-dehydroamino acid derivatives has been developed. The one-pot synthesis was very convenient to perform by using the aminohalogenation reaction of alpha,beta-unsaturated esters and ketones followed by treatment with specific bases. Only two [2.2.2] bicyclic organic bases were found to be effective for this transformation. Good yields (58-68%) and excellent Z-selectivity were obtained for 12 examples.

• 出版日期2005-3-3