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Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols

Identifieur interne : 006511 ( Main/Merge ); précédent : 006510; suivant : 006512

Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols

Auteurs : Youwei Xie [États-Unis] ; Paul E. Floreancig [États-Unis]

Source :

Angewandte Chemie International Edition [ 1433-7851 ] ; 2013-01-07.

RBID : ISTEX:776BFACA960B0DC3328CABE3128C7297310E6038

English descriptors

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.

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https://api.istex.fr/document/776BFACA960B0DC3328CABE3128C7297310E6038/fulltext/pdf

DOI: 10.1002/anie.201208132

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Le document en format XML

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<term>Allylic alcohol transposition</term>
<term>Allylic alcohols</term>
<term>Angew</term>
<term>Angewandte communications</term>
<term>Bidirectional stereogenesis</term>
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<term>Cascade reactions</term>
<term>Catalyst</term>
<term>Chem</term>
<term>Epoxide</term>
<term>Epoxide group</term>
<term>Epoxide opening</term>
<term>Equilibration</term>
<term>Hydroxy group</term>
<term>Ketone</term>
<term>Molecular complexity</term>
<term>Reaction conditions</term>
<term>Rhenium</term>
<term>Rhenium oxide</term>
<term>Room temperature</term>
<term>Single stereoisomer</term>
<term>Stereochemical</term>
<term>Stereochemical conduits</term>
<term>Stereochemical equilibration</term>
<term>Stereochemical information</term>
<term>Stereogenic centers</term>
<term>Thermodynamic control</term>
<term>Transposing alcohol</term>
<term>Transposing alcohols</term>
<term>Transposition</term>
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<term>Weinheim angew</term>
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<term>Allylic alcohols</term>
<term>Angew</term>
<term>Angewandte communications</term>
<term>Bidirectional stereogenesis</term>
<term>Cascade</term>
<term>Cascade reactions</term>
<term>Catalyst</term>
<term>Chem</term>
<term>Epoxide</term>
<term>Epoxide group</term>
<term>Epoxide opening</term>
<term>Equilibration</term>
<term>Hydroxy group</term>
<term>Ketone</term>
<term>Molecular complexity</term>
<term>Reaction conditions</term>
<term>Rhenium</term>
<term>Rhenium oxide</term>
<term>Room temperature</term>
<term>Single stereoisomer</term>
<term>Stereochemical</term>
<term>Stereochemical conduits</term>
<term>Stereochemical equilibration</term>
<term>Stereochemical information</term>
<term>Stereogenic centers</term>
<term>Thermodynamic control</term>
<term>Transposing alcohol</term>
<term>Transposing alcohols</term>
<term>Transposition</term>
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<term>Weinheim angew</term>
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<front><div type="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.</div>
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Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols

Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols

Source :

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Links to Exploration step

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri