Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 45, Pages 19820-19824Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202009460
Keywords
alkylation; allene; allylation; asymmetric catalysis; organocatalysis
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Funding
- Natural Science Foundation of China [21871293]
- Chinese Universities Scientific Fund [2019TC085]
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Herein we describe the first organocatalytic asymmetric C(sp(2))-H allylation of racemic trisubstituted allenoates with Morita-Baylis-Hillman (MBH) carbonates to access axially chiral tetrasubstituted allenoates. Various trisubstituted allenoates and MBH carbonates were well tolerated under mild reaction conditions, providing novel chiral tetrasubstituted allenoates with adjacent axial chirality and tertiary carbon stereocenters in high yields with good to excellent diastereoselectivities and enantioselectivities.
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