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Literature DB >> 23172717

Cascade approach to stereoselective polycyclic ether formation: epoxides as trapping agents in the transposition of allylic alcohols.

Abstract

Complexity from simplicity: polycyclic ethers are synthesized by cascade reactions involving the use of epoxides as electrophilic traps in the transposition of allylic alcohols. Stereogenic centers are created by functionalizing prochiral sites under thermodynamic control, and remote stereoinduction can be achieved through the use of ketones as conduits.

Entities: Chemical Disease

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Year: 2012 PMID： 23172717 PMCID： PMC3857712 DOI： 10.1002/anie.201208132

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Journal: Chem Rev Date: 1996-02-01 Impact factor: 60.622

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