Asymmetric Induction in Ruthenium‐Catalyzed [2+2] Cycloadditions between Bicyclic Alkenes and a Chiral Acetylenic Acyl Sultam | Zendy

Villeneuve Karine | Zendy; Tam William | Zendy

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Asymmetric Induction in Ruthenium‐Catalyzed [2+2] Cycloadditions between Bicyclic Alkenes and a Chiral Acetylenic Acyl Sultam

Author(s) -

Villeneuve Karine,

Tam William

Publication year - 2004

Publication title -

angewandte chemie

Language(s) - German

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.200352555

Subject(s) - chemistry , bicyclic molecule , cycloaddition , enantioselective synthesis , schema (genetic algorithms) , stereochemistry , medicinal chemistry , catalysis , organic chemistry , computer science , information retrieval

Tricyclische Cyclobutenverbindungen wurden in guten Ausbeuten (44–99 %) durch Ru‐katalysierte [2+2]‐Cycloaddition von bicyclischen Alkenen an chirale acetylenische Acylsultame hergestellt (siehe Schema). Die Cycloadditionen erfolgten mit hoher exo ‐Stereoselektivität und guter asymmetrischer Induktion (67–98.8 % ee nach Entfernen des chiralen Auxiliars). X=H, CH 2 OMe, Br; XX=Ar; Y=CH 2 , O, CHPh; Cp*= Pentamethylcyclopentadienyl.

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