1.
Org Lett
; 4(13): 2273-5, 2002 Jun 27.
Artículo
en Inglés
| MEDLINE
| ID: mdl-12074685
RESUMEN
[reaction: see text] Efficient modular synthesis of conformationally preorganized, C(3)-symmetric trilactams is reported. The allyl acetate cyclization substrate was synthesized in five steps from Garner's L-serine-derived aldehyde. After chiral ligand-mediated palladium cyclization, the resulting vinyl hydropyran was transformed into the orthogonally protected amino acids for iterative coupling. The final macrolactamization was accomplished using EDCI/HOBt or HATU/HOAt under high dilution conditions.
Asunto(s)
Compuestos Heterocíclicos con 3 Anillos/síntesis química , Lactamas/síntesis química , Catálisis , Cristalografía por Rayos X , Ciclización , Compuestos Heterocíclicos con 3 Anillos/química , Lactamas/química , Estructura Molecular , Estereoisomerismo , Compuestos de Sulfhidrilo/química
2.
Org Biomol Chem
; 3(21): 3880-2, 2005 Nov 07.
Artículo
en Inglés
| MEDLINE
| ID: mdl-16240002
RESUMEN
A series of palmarumycin prodrugs and water-soluble analogs has been synthesized and assayed for inhibition of the thioredoxin-thioredoxin reductase system. Increased aqueous solubility led to an improved in vivo activity profile.