Ontology highlight
ABSTRACT:
SUBMITTER: Denmark SE
PROVIDER: S-EPMC3537898 | biostudies-other | 2013 Jan
REPOSITORIES: biostudies-other
The Journal of organic chemistry 20121026 1
The carbanion-accelerated Claisen rearrangement has been extended to include phosphorus carbanion-stabilizing groups. The appropriately substituted allyl vinyl ethers are synthesized by the nucleophilic addition of allyl oxides to phosphorus-substituted allenes, which are obtained in one step from simple starting materials. The phosphorus-stabilized, carbanion-accelerated Claisen rearrangements proceed rapidly at room temperature in high yield, and the rearrangements are highly site- and stereos ...[more]