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

Autor:	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.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2015 Mar 20; Vol. 17 (6), pp. 1401-4. Date of Electronic Publication: 2015 Feb 27.
DOI:	10.1021/acs.orglett.5b00207
Abstrakt:	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.
Databáze:	MEDLINE
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