249581-21-3Relevant articles and documents
Stereoselective synthesis of novel chimerical amino acids via a photochemical key step
Wessig, Pablo
, p. 1465 - 1467 (2007/10/03)
The synthesis of novel chimerical amino acid derivatives 6-8 bearing the 6-azatricyclo[3.3.1.033,7]nonane (methanotropane) skeleton is described. Starting with one chirality centre in L-4-oxoprolines 2 we succeeded in the fully stereoselective introduction of four new chirality centres. The key step of our synthetic route is a photochemical cyclization of phenyl ketones, whose stereoselectivity has been explained by the different stability of the triplet biradical conformers.