1.
Bioorg Med Chem Lett
; 22(7): 2415-7, 2012 Apr 01.
Artigo
em Inglês
| MEDLINE
| ID: mdl-22405831
RESUMO
The first stereoselective synthesis of (Z)-cryptomoscatone D2, a naturally occurring G(2) checkpoint inhibitor, was accomplished using propane-1,3-diol as the starting material. The Maruoka asymmetric allylation, ring closing metathesis and the hydrogenation of the triple bond employing Lindlar's catalyst were involved as the key steps.
Assuntos
Antineoplásicos Fitogênicos/síntese química , Lactonas/síntese química , Propilenoglicóis/química , Antineoplásicos Fitogênicos/farmacologia , Catálise , Linhagem Celular Tumoral , Cryptocarya/química , Pontos de Checagem da Fase G2 do Ciclo Celular/efeitos dos fármacos , Humanos , Hidrogenação , Lactonas/farmacologia , Estrutura Molecular , Estereoisomerismo
2.
J Org Chem
; 74(24): 9505-8, 2009 Dec 18.
Artigo
em Inglês
| MEDLINE
| ID: mdl-19916490
RESUMO
Treatment of N-tosylaldimines with acetophenone at room temperature in the presence of BF(3).OEt(2) as a catalyst furnished the corresponding N-tosyl beta-amino ketones in high yields (77-86%) within 6-9 h. Subsequent reduction and cyclization of these compounds afforded 2,4-disubstituted N-tosylazetidines, comprising a three-step, high-yielding synthesis starting from aldimines.
