期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 27, 页码 7605-7622出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201100649
关键词
indolizidines; iridium; pyrrolidines; pyrrolizidines; total synthesis
A broadly applicable route to trans-2,5-disubstituted pyrrolidines has been developed. Key steps are an asymmetric iridium-catalyzed allylic amination, a Suzuki-Miyaura coupling, and an intramolecular aza-Michael addition. Enantiomeric excesses in the range of 93-99% ee have been achieved. Total syntheses of the alkaloids (-)-225C, (+)- and (-)-223H (xenovenine), (+)-223AB, (+)-195B, and (+)-223R have been carried out as applications.
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