Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 36, Pages 7366-7371Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101255
Keywords
Asymmetric catalysis; Alk-aloids; Enantioselectivity; Allylation; Alk-ylation; Lewis bases
Categories
Funding
- National Natural Science Foundation of China [20972101, 21021001]
- National Basic Research Program of China (973 Program) [2010CB833300]
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A direct, asymmetric allylic alkylation of indenes withMoritaBaylisHillman (MBH) carbonates has been developed based on a Lewis base assisted Bronsted base catalysis strategy. This process is promoted by a modified cinchona alkaloid hydroquinidine (anthraquinone-1,4-diyl) diether [(DHQD)2AQN] and gives rise to multifunctional chiral indene derivatives with moderate to excellent enantioselectivities (5395% ee), albeit in low to modest yields (2771%).
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