Journal
ORGANIC LETTERS
Volume 19, Issue 13, Pages 3374-3377Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01329
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Funding
- National Natural Science Foundation of China [21372162, 21432006]
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An efficient desymmetrizing carbonylene reaction of 1-substituted 4-methylenecyclohexanes with glyoxal derivatives was thus executed by a chiral N,N'-dioxide/Ni-II catalyst, providing facile access to cyclohexene derivatives bearing two remote 1,6-related stereocenters. This distal stereocontrol methodology originates from the efficient interaction between the catalyst with enophiles, discrimination of the two chair conformations of olefinic components, and the intrinsic six-membered transition-state structure of ene process.
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