Inter- and intramolecular annulation strategies to a cyclopentanone building block containing an all-carbon quaternary stereogenic center.

Penrose, Stephen D; Stott, Andrew J; Breccia, Perla; Haughan, Alan F; Bürli, Roland W; Jarvis, Rebecca E; Dominguez, Celia

Penrose, Stephen D; Stott, Andrew J; Breccia, Perla; Haughan, Alan F; Bürli, Roland W; Jarvis, Rebecca E; Dominguez, Celia.

Afiliación

Penrose SD; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Stott AJ; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Breccia P; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Haughan AF; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Bürli RW; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Jarvis RE; BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
Dominguez C; CHDI Management/CHDI Foundation Inc., 6080 Center Drive, Suite 100, Los Angeles, California 90045, United States.

Org Lett ; 17(6): 1401-4, 2015 Mar 20.

Article en En | MEDLINE | ID: mdl-25720587

RESUMEN

Synthesis of (S)-2-methyl-3-fluorophenyl cyclopentanone methyl ester (1S)-1 has been achieved by both inter- and intramolecular alkylation reactions on multigram scale, using chiral pool reagents. The intramolecular variant is a novel example of a chiral bis-electrophile reacting with a carbon nucleophile to form an enantiomerically pure all-carbon quaternary center.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2015 Tipo del documento: Article País de afiliación: Reino Unido Pais de publicación: Estados Unidos

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