Direct Catalytic Asymmetric Synthesis of anti-1,2-Amino Alcohols and syn-1,2-Diols through Organocatalytic anti-Mannich and syn-Aldol Reactions
摘要:
Chiral 1,2-amino alcohols and 1,2-diols are common structural motifs found in a vast array of natural and biologically active molecules.Recently,significant efforts have been applied toward the development of direct catalytic asymmetric approaches to the construction of these units based on the addition of unmodified alpha-hydroxyketones to imines or aldehydes in Mannich-type and aldol reactions,respectively.Although the elegant studies of Shibasaki and Trost have provided routes to both syn- and anti- 1,2-amino alcohols and diols using metal-based catalysis,highly enantio-selective organocatalytic approaches have been limited to syn-1,2-amino alcohols and arati-1,2-diols.
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DOI:
10.1021/ja0677012
年份:
2007








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