Asymmetric carbonyl-Ene and Friedel-Crafts reactions catalyzed by Lewis acid platinum group metal complexes of the enantiopure atropisomeric biaryl-like diphosphine (S)-Me2-CATPHOS: a comparison with BINAP

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  2. Dr Simon Doherty
  3. Dr Julian Knight
  4. Hamid Mehdi-Zodeh
Author(s)Doherty S, Knight JG, Mehdi-Zodeh H
Publication type Article
JournalTetrahedron: Asymmetry
Year2012
Volume23
Issue3-4
Pages209-216
ISSN (print)0957-4166
ISSN (electronic)1362-511X
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Lewis acid platinum and palladium complexes of (S)-Me2-CATPHOS catalyze the carbonyl-ene reaction between allylbenzene derivatives and ethyl trifluoropyruvate to give the expected a-hydroxy esters with ee’s up to 97% while the corresponding reaction involving 2-allylfuran and thiophene were exclusively selective for Friedel-Crafts-type reactivity and gave the corresponding 2-hydroxy-trifluoromethyl ethyl esters in good yield and moderate to good enantioselectivity.
PublisherPergamon
URLhttp://dx.doi.org/10.1016/j.tetasy.2012.01.022
DOI10.1016/j.tetasy.2012.01.022
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