Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 8, Pages 1229-1240Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500952
Keywords
asymmetric hydrogenation; dihydrobenzofurans; enantioselectivity; meroterpenoids; quaternary centers
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Funding
- National Natural Science Foundation of China
- National Basic Research Program of China (973 Program) [2012CB821600]
- 111 project of the Ministry of Education of China [B06005]
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A new strategy for the enantioselective construction of chiral 2,3-cis-dimethyldihydrobenzofurans has been developed by a ruthenium-catalyzed asymmetric hydrogenation of racemic -aryloxybutanone via dynamic kinetic resolution (DKR), combined with a palladium-catalyzed intramolecular reductive Heck cyclization. Starting from optically active 2,3-cis-dimethyldihydrobenzofuran, the natural products (+)/(-)-PI-220 and (+)-3-epi-furaquinocin C were synthesized in high yields.
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