1.
J Org Chem
; 76(17): 7096-103, 2011 Sep 02.
Artigo
em Inglês
| MEDLINE
| ID: mdl-21786776
RESUMO
The potential of the oxy-Favorskii rearrangement to form branched cis-fused bicyclic ethers was explored. Both tertiary and quaternary centers were constructed in highly stereospecific manners. Methanol and primary amines were effective nucleophiles for the rearrangement. The total synthesis of (±)-communiol E was achieved based on this method.
Assuntos
Compostos Bicíclicos Heterocíclicos com Pontes/síntese química , Éteres/química , Compostos Bicíclicos Heterocíclicos com Pontes/química , Metanol/química , Estrutura Molecular , Estereoisomerismo
2.
Org Lett
; 11(17): 3934-7, 2009 Sep 03.
Artigo
em Inglês
| MEDLINE
| ID: mdl-19658429
RESUMO
Organocatalytic enantioselective cycloadditions providing nitrogen-substituted dihydropyran-2-ones were developed in two catalytic systems. The (3R,4R)-product was a versatile intermediate in the synthesis of 1beta-methylcarbapenem antibiotics.