An enantioselective route to pyrrolidines: removal of the chiral template from homochiral pyrroloimidazoles

作者：Jones Raymond C F^*; Howard Kevin J; Snaith John S; Blake Alexander J; Li Wang Shei; Steel Peter J

来源：Tetrahedron, 2011, 67(46): 8925-8936.

DOI：10.1016/j.tet.2011.08.099

• Pyrrolidine
• Pyrroloimidazole
• Enantioselective
• Pyrrolizidine
• Indolizidine

Two-step reductive removal of the chiral template from optically active pyrroloimidazoles, available from 1,3-dipolar cycloaddition of homochiral 4,5-dihydroimidazolium ylides, gives optically active substituted pyrrolidines. Selective manipulation of the substituents affords, e.g., naturally occurring and other optically active proline derivatives, and optically active pyrrolizidines and indolizidines.

• 出版日期2011-11-18