4.7 Article

Enantioselective Construction of Chiral 2,3-cis-Dimethyldihydrobenzofuran with an All-Carbon Quaternary Center: An Efficient Approach to (+)/(-)-PI-220 and (+)-3-epi-Furaquinocin C

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 358, 期 8, 页码 1229-1240

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500952

关键词

asymmetric hydrogenation; dihydrobenzofurans; enantioselectivity; meroterpenoids; quaternary centers

资金

  1. National Natural Science Foundation of China
  2. National Basic Research Program of China (973 Program) [2012CB821600]
  3. 111 project of the Ministry of Education of China [B06005]

向作者/读者索取更多资源

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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