448961-10-2Relevant articles and documents
EPC synthesis of 5-substituted 2-oxo-cyclopentanecarboxylates via conjugate addition of cuprates to asymmetric shielded 2-oxo-cyclopentenecarboxylates
Urban, Ernst,Knuehl, Guido,Helmchen, Guenter
, p. 7229 - 7232 (1995)
Asymmetric shielded 2-oxo-cyclopentenecarboxylates 6n and 6x were prepared by trans-esterification of 2-oxo-cyclopentanecarboxylate 2 with camphor derived concave alcohols 1n and 1x and by subsequent introduction of a double bond via phenylselenides. Dias
Enatiomerically pure 5-substituted 2-oxo-cyclopentanecarboxylates by conjugate addition of cuprates to asymmetry shielded 2-oxo-cyclopentenecarboxylates
Urban,Knuhl,Helmchen
, p. 971 - 986 (2007/10/03)
Asymmetric shielded 2-oxo-cyclopentenecarboxylates 6n and 6x were prepared by transesterification of 2-oxo-cyclopentanecarboxylate 2 with camphor derived concave alcohols 1n and 1x and by subsequent introduction of a double bond via phenylselenides. Diastereoselective conjugate addition of equimolar amounts of mixed cuprates at -78°C and deprotection by ethanolysis gave enantiomerically pure 5-substituted 2-oxo-cyclopentanecarboxylates 13-18 and ent-13-18, valuable as chiral building blocks in natural product synthesis.