6533b7d3fe1ef96bd126121a

RESEARCH PRODUCT

Regio- and diastereoselective condensation of resorcarenes with primary amines and formaldehyde

Volker BöhmerSabine GebauerGünter J KraussSieglinde FriebeWalter VogtRalf ArneckeIris Thondorf

subject

chemistry.chemical_compoundPrimary (chemistry)chemistryYield (chemistry)Organic ChemistryDrug DiscoveryCondensationFormaldehydeDiastereomerOrganic chemistryBiochemistry

description

Abstract Mannich reactions of resorcarenes 1 with chiral amines yield single diastereomeric tetrakis-(benzodihydro-1,3-oxazine) derivatives 2 in high yields (80–90%). Epimerisation of these products occurs in the presence of acid.

https://doi.org/10.1016/0040-4039(95)01267-l