ASYMMETRIC INTRAMOLECULAR ALDOL REACTION MEDIATED BY (S)-N-SUBSTITUTED-N-(2-PYRROLIDINYLMETHYL)AMINE TO PREPARE WIELAND-MIESCHER KETONE

作者：Akahane Yuichi^*; Inomata Kohei; Endo Yasuyuki

来源：Heterocycles, 2011, 82(2): 1727-+.

DOI：10.3987/COM-10-S(E)119

• Organocatalysis
• Wieland-Miescher Ketone
• N-Substituted-N-(2-pyrrolidinylmethyl)pyrrolidine
• Chiral Synthesis
• Trifluoroacetic Acid

New or known N-substituted-N-(2-pyrrolidinylmethyl)amine derivatives bearing a variety of alkyl and aryl substituents were easily prepared from N-Boc-proline or N'-Boc-N-(2-pyrrolidinylmethyl)amine. The enantioselectivity of the intramolecular asymmetric aldol reaction mediated by a combination of the amine derivative and TFA to prepare Wieland-Miescher ketone was examined. During the examination, optimal amount of TFA in the reaction was identified.

• 出版日期2011-3-1