Unknown

Dataset Information

0

Au(I)-catalyzed ring expanding cycloisomerizations: total synthesis of ventricosene.


ABSTRACT: The gold(I)-catalyzed cycloisomerization of enynes containing an embedded cyclopropane unit leads selectively to the formation of ring systems containing the cyclopropylmethyl cation. A subsequent Wagner-Merwein shift provides diastereomerically pure fused cyclobutanes. The utility of this methodology for the rapid assembly of polycyclic ring systems is illustrated by the total synthesis of the angular triquinane ventricosene.

SUBMITTER: Sethofer SG 

PROVIDER: S-EPMC2653418 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

altmetric image

Publications

Au(I)-catalyzed ring expanding cycloisomerizations: total synthesis of ventricosene.

Sethofer Steven G SG   Staben Steven T ST   Hung Olivia Y OY   Toste F Dean FD  

Organic letters 20080830 19


The gold(I)-catalyzed cycloisomerization of enynes containing an embedded cyclopropane unit leads selectively to the formation of ring systems containing the cyclopropylmethyl cation. A subsequent Wagner-Merwein shift provides diastereomerically pure fused cyclobutanes. The utility of this methodology for the rapid assembly of polycyclic ring systems is illustrated by the total synthesis of the angular triquinane ventricosene. ...[more]

Similar Datasets

| S-EPMC5542682 | biostudies-literature
| S-EPMC2565572 | biostudies-literature
| S-EPMC2880645 | biostudies-literature
| S-EPMC2896962 | biostudies-literature
| S-EPMC3458758 | biostudies-literature
| S-EPMC8249080 | biostudies-literature
| S-EPMC10997375 | biostudies-literature
| S-EPMC2754197 | biostudies-literature
| S-EPMC2628296 | biostudies-literature
| S-EPMC3998771 | biostudies-literature