Palladium(II)-Catalyzed Dicarboxymethylation of Chiral ‎Allylic Alcohols: Chirality Transfer Affording Optically ‎Active Diesters Containing Three Contiguous Chiral ‎Centers

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Journal Title, Volume, Page: 
Tetrahedron Letters Volume 51, Issue 27, Pages 3514–3517
Year of Publication: 
2010
Authors: 
Othman Hamed
Department of Chemistry, Loyola University Chicago, 6525 N. Sheridan Road, Chicago, IL 60626, USA
Current Affiliation: 
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
Patrick M. Henry
Department of Chemistry, Loyola University Chicago, 6525 N. Sheridan Road, Chicago, IL 60626, USA
Daniel P. Becker
Department of Chemistry, Loyola University Chicago, 6525 N. Sheridan Road, Chicago, IL 60626, USA
Preferred Abstract (Original): 

This manuscript describes the extension of Stille’s palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78–98%).

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Palladium(II)-Catalyzed_Dicarboxymethylation_of_Chiral_‎Allylic_Alcohols_Chirality_Transfer_Affording_Optically_‎Active_Diesters_Containing_Three_Contiguous_Chiral_‎Centers.pdf831.66 KB