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Start Over Author "Florian F. Kneisel" Publisher american chemical society (acs)
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1. Highly Stereoselective Anti SN2‘ Substitutions of (Z)-Allylic Pentafluorobenzoates with Polyfunctionalized Zinc−Copper Reagents

Author

Helena Leuser, Paul Knochel, Florian F. Kneisel, Harrington-Frost N, and Calaza Mi

Subjects
Substitution reaction, Allylic rearrangement, Stereochemistry, Organic Chemistry, chemistry.chemical_element, Regioselectivity, Zinc, Biochemistry, chemistry, Reagent, SN2 reaction, Stereoselectivity, Physical and Theoretical Chemistry, Selectivity
Abstract

[reaction: see text] Allylic substitution reactions of zinc-copper organometallics on (Z)-allylic pentafluorobenzoates proceed with very high regioselectivity and excellent anti selectivity. The high fidelity in transfer of stereochemical information allowed a short synthesis of (+)-ibuprofen (97% ee).

Published
2003

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