A synthetic approach for constructing the 3/6/6/5-fused tetracyclic skeleton of tenuipesine A.
Chem Asian J
; 9(3): 724-7, 2014 Mar.
Article
em En
| MEDLINE
| ID: mdl-24436258
ABSTRACT
An efficient approach toward the 3/6/6/5-fused tetracyclic skeleton of tenuipesine A has been accomplished. The strategy featured 1)â
a tandem Mitsunobu and 3,3-rearrangement reaction yielding the key intermediate 7 with two adjacent all-carbon quaternary centers with high d.r.; and 2)â
a tandem DBDMH-mediated semipinacol rearrangement via a 1,2-oxygen migration of an allylic hemiketal to construct the highly substituted tetrahydropyran ring.
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Base de dados:
MEDLINE
Assunto principal:
Tricotecenos
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article