Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 47, Pages 13975-13979Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201507029
Keywords
alkynes; catalysis; C-H activation; enantioselective; rhodium
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Funding
- ERC [258580]
- EPSRC [EP/L001500/2]
- University of Nottingham
- Engineering and Physical Sciences Research Council [EP/L001500/2, EP/I004769/2, EP/L001500/1, EP/I004769/1] Funding Source: researchfish
- EPSRC [EP/L001500/1, EP/I004769/1, EP/L001500/2, EP/I004769/2] Funding Source: UKRI
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Chiral cyclopentadienyl rhodium complexes promote highly enantioselective enol-directed C(sp(2))-H functionalization and oxidative annulation with alkynes to give spiroindenes containing all-carbon quaternary stereocenters. High selectivity between two possible directing groups, as well as control of the direction of rotation in the isomerization of an O-bound rhodium enolate into the C-bound isomer, appear to be critical for high enantiomeric excesses.
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