445474-74-8Relevant academic research and scientific papers
Enantiopure bicyclic piperidinones: Stereocontrolled conjugate additions leading to substituted piperidinones
Brewster, Andrew G.,Broady, Simon,Hughes, Mark,Moloney, Mark G.,Woods, Gordon
, p. 1800 - 1810 (2007/10/03)
The conjugate additions of Reformatsky reagents, organocuprate reagents, and hydroxylamines to a [4.3.0]-bicyclic enelactam derived from 6-oxopipecolic acid have been investigated, and found to be efficient, proceeding with excellent exo-stereocontrol, wi
Stereocontrolled synthesis of a prototype library of enantiopure 2,4-disubstituted 4-aryl-6-piperidinones and piperidines
Hanessian, Stephen,Van Otterlo, Willem A.L,Nilsson, Ingemar,Bauer, Udo
, p. 1995 - 1998 (2007/10/03)
Addition of a set of aryl cuprates to N-Boc O-TBDPS 2-hydroxymethyl 3,4-unsaturated 6-piperidinones affords syn-adducts in preference to anti when mixed Grignard-cuprates are used. Aryllithio cuprates give more of the anti-isomer in some cases. A library of 2-hydroxymethyl carbamates (27 compounds) and 2-hydroxymethyl aryl ethers and thioethers (19 compounds) was generated from a selection of 4-aryl-6-piperidinones, and some were further reduced to the corresponding piperidines (9 compounds).
