6533b870fe1ef96bd12d04a5

RESEARCH PRODUCT

One-Pot Synthesis of (±)-Crispine A and Its C-Ring-Substituted Analogs

Nino MeyerTill Opatz

subject

chemistry.chemical_compoundDeprotonationNitrileChemistryOrganic ChemistryOne-pot synthesisOrganic chemistryAmino nitrilesPhysical and Theoretical ChemistryUmpolung

description

A straightforward access to crispine A and C-ring-substituted analogs by 1,4-addition of a deprotonated α-amino nitrile to α,β-unsaturated carbonyl compounds is described. If the reduction step is omitted, substituted 5,6-dihydropyrrolo[2,1-a]isoquinolines can be obtained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

https://doi.org/10.1002/ejoc.200600314