Journal
ORGANIC LETTERS
Volume 11, Issue 2, Pages 441-444Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol802509m
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Funding
- Ministerio de Educacion y Ciencia
- FEDER [CTQ 2006-14199/BQU]
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The first catalytic enantioselective Friedel-Crafts alkylation of pyrrole with 2,2,2-trifluoroacetophenones to give pyrroles with a trifluoromethyl-substituted tertiary alcohol moiety bearing a quaternary stereogenic center is described. The reaction is achieved in the presence of a 3,3'dibromo-BINOL-Zr(IV) complex to give the expected products with high yields (up to 98%) and good enantioselectivities (up to 93% ee). The absolute stereochemistry of the products has been determined by chemical correlation.
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