Substrate-Dependent Regioselectivity: Pd/PTC Cooperatively Catalyzed Domino Heck/Allylation of Allenamides with α-Carbon of Carbonyl Compounds.
J Org Chem
; 87(21): 14284-14298, 2022 11 04.
Article
em En
| MEDLINE
| ID: mdl-36240155
ABSTRACT
A Pd/phase-transfer catalyst cooperatively catalyzed domino Heck/allylation reaction is first reported, which represents interesting substrate-dependent regioselectivity. Under the same conditions, Ts-protected N-(2-iodophenyl)allenamides produced only linear allylation products, while Cbz, Ac, or Boc-protected N-(2-iodophenyl)allenamides and N-(2-iodobenzoyl)allenamides with various compounds generated branch allylation products with an exocylic CâC bond and two vicinal stereocenters. Up-scale syntheses and diverse fused cyclization transformations of products were then carried out. The enantioselective version for the domino process was studied.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Paládio
/
Carbono
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2022
Tipo de documento:
Article