Highly Diastereoselective Oxy-Michael Additions of Enantiopure δ-Lactol Anions to Nitroalkenes: Asymmetric Synthesis of 1,2-Amino Alcohols

摘要

The abundance of bioactive natural and unnatural products that contain the 1,2-amino alcohol motif continues to stimulate the development of new methods for their efficient asymmetric synthesis. Whereas 1,2-amino alcohols derived from proteinogenic amino acids are readily accessible, nonproteinogenic amino acid derived amino alcohols require efficient enantioselective routes. Methods for the asymmetric synthesis of 1,2-amino alcohols with a stereogenic hydroxy-substituted carbon center are relatively uncommon, even though these materials and their derivatives are widespread in nature and routinely exploited in asymmetric synthesis.