Dataset Information
Chiral cyclopropenyl ketones: reactive and selective Diels-Alder dienophiles.
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ABSTRACT:
SUBMITTER: Fisher LA
PROVIDER: S-EPMC3908886 | biostudies-literature | 2013 Apr
REPOSITORIES: biostudies-literature
Publications
Chiral cyclopropenyl ketones: reactive and selective Diels-Alder dienophiles.
The Journal of organic chemistry 20130311 7
The synthesis and Diels-Alder reactions of cyclopropenyl ketones are described. Cyclopropenyl ketones are highly reactive dienophiles that can engage a range of cyclic dienes and 2,3-dimethylbutadiene. The strategy of using cyclopropenyl ketones to facilitate Diels-Alder reactions is not limited to products that contain three-membered rings, as reductive opening by SmI2 can be used to produce a product that lacks a cyclopropane but retains a quaternary stereogenic center. ...[more]