4.8 Article

Gold(I)-Catalyzed Enantioselective Ring Expansion of Allenylcyclopropanols

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 26, Pages 9178-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja904055z

Keywords

-

Funding

  1. NIGMS NIH HHS [R01 GM073932, R01 GM073932-04] Funding Source: Medline

Ask authors/readers for more resources

The asymmetric goid(I)-catatyzed ring expansion of 1-allenylcyclopropanots is described. The method provides synthetically valuable cyclobutanones with a vinyl-substituted quaternary stereogenic center in high enantiosetectivities and yields. The method shows a broad substrate scope, tolerating protected alcohols and amines, alkenes, unsaturated esters, and acetals. The reaction is easily adjustable to large-scale synthesis, leading to product formation without significant loss of selectivity or yield with only 0.5 mol% catalyst loading.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.8
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available