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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.

SUBMITTER: Xie Y

PROVIDER: S-EPMC3857712 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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

Xie Youwei Y Floreancig Paul E PE

Angewandte Chemie (International ed. in English) 20121122 2

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. ...[more]

PMID: 23172717

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