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|Title:||Noncovalent substrate-directed enantioselective heck reactions: synthesis of S- and P-stereogenic heterocycles|
|Author:||de Azambuja, Francisco|
Carmona, Rafaela C.
Chorro, Tomaz H. D.
Correia, Carlos Roque D.
|Abstract:||S- and P-Stereogenic heterocycles were synthesized by a remarkably simple enantioselective Heck desymmetrization reaction based on the unprecedented noncovalent directing effect of S=O and P=O functionalities. Selected prochiral symmetric substrates were efficiently arylated using the recently disclosed chiral PyraBOx ligand under mild and open-flask reaction conditions. Several five-membered aryl-sulfones, sulfoxides, and phosphine oxides were synthesized in good to excellent yields, in good to high diastereoselectivity, and enantiomeric ratios up to 98:2. Theoretical calculations also support the noncovalent directing effect of the S=O and P=O functionalities during the arylation process|
Sais de diazônio
Reação de Heck
|Appears in Collections:||IQ - Artigos e Outros Documentos|
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