287117-58-2Relevant academic research and scientific papers
Acyclic Remote 1,5- and 1,4,5-Stereocontrol in the Catalytic Stereoselective Reactions of β-Lactams with Aldehydes: The Effect of the N-Methylimidazole Ligand
Plata, Paulina,Klimczak, Urszula,Zambroń, Bartosz K.
, p. 14527 - 14552 (2018/12/11)
The application of the N-methylimidazole (N-MI) ligand in the Pd(0)/InI-promoted allylations of aldehydes with β-lactam-derived organoindiums enables the reaction of azetidin-2-ones with diversely substituted allyl moieties, inert under previously reported conditions. As a result, allylations and crotylations of a variety of aromatic and aliphatic aldehydes with previously unavailable chiral ?-amido-allylindiums bearing α-, β-, or γ-substituted allyl fragments were developed. The reactions occur under thermodynamic control with a highly efficient remote 1,5- or 1,4,5-stereocontrol to afford a diversity of (3Z)-2,5-anti-2,6-syn- or (3Z)-2,5-syn-2,6-anti-substituted enediols, aminoalcohols, and homoallylic alcohols in moderate to high yields and with an excellent diastereoselectivity. A detailed study on the effect of the β-lactam and aldehyde structures and chirality on the yield and stereochemistry in the products was carried out.
Syntheses and structure-activity relationships of taxoids derived from 14β-hydroxy-10-deacetylbaccatin III
Ojima, Iwao,Slater, John C.,Kuduk, Scott D.,Takeuchi, Craig S.,Gimi, Rayomand H.,Sun, Chung-Ming,Park, Young Hoon,Pera, Paula,Veith, Jean M.,Bernacki, Ralph J.
, p. 267 - 278 (2007/10/03)
A series of new taxoids derived from 14β-hydroxy-10-deacetylbaccatin III was synthesized by means of the β-lactam synthon method. Most of the new taxoids thus synthesized possess excellent cytotoxicity against human ovarian (A121), non-small-cell lung (A5
