Journal
ORGANIC LETTERS
Volume 21, Issue 19, Pages 8127-8131Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03224
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Funding
- National Natural Science Foundation of China [21572192, 21490570]
- Hong Kong RGC [16302617, 16302318, 16311616]
- Shenzhen Science and Technology Innovation Committee [JCYJ20170818113708560, JCYJ20160229205441091]
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In contrast to the well-explored quinone methides (QMs) and aza-ortho-QMs, aza-para-QMs have been rarely studied in terms of their asymmetric transformations. Herein, a highly efficient enantioconvergent asymmetric 1,8-addition of aza-para-QMs is described. Featuring remarkable remote stereocontrol, this reaction provides expedient access to chiral tetrasubstituted allenes bearing an adjacent all-carbon quaternary stereocenter with high enantioselectivity and diastereoselectivity.
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