Journal
ORGANIC LETTERS
Volume 20, Issue 5, Pages 1350-1354Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00105
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Funding
- National Natural Science Foundation of China (NSFC) [81703343]
- Natural Science Foundation of Tianjin - China [16JCQNJC13300]
- Fundamental Research Funds for the Central Universities
- Tianjin science and technology innovation system and the condition of platform construction plan [14TXSYJC00572]
- National Biomedical Special Project of International Innovation Park [I3ZCZDSY03300]
- National Natural Science Funds of China [81402973, 81703581]
- Tianjin Science and Technology Project [15PTGCCX00140, 10ZCKFSY07200, 10ZCKFSY08800, 13ZCZDSY03800, 13ZXCXSY13500, 13ZCZDSY03300]
- Innovation fund for technology based firms [12ZXCXSY06500]
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This study developed a facile and efficient synthetic strategy to construct quaternary chiral centers at the alpha-position of imines and ketones. High regioselectivity and diastereoselectivity were achieved through the synergetic effect of electron-withdrawing directing groups and N-tert-butyl sulfinamide as chiral auxiliaries. Either of them could be removed under the optimized conditions without any epimerization.
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