Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 11-12, Pages 1914-1919Publisher
WILEY-BLACKWELL
DOI: 10.1002/adsc.201000129
Keywords
annulation, asymmetric catalysis; enantioselectivity; intramolecular reactions; phosphines; ylides
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Funding
- Natural Sciences Foundation of China [20821002, 20932008]
- Major State Basic Research Development Program [2009CB825300]
- Chinese Academy of Sciences
- Science and Technology Commission of Shanghai Municipality
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A catalytic asymmetric version of the intramolecular ylide annulation has been developed which affords high ee values and diastereoselectivities and which further shows that spirobiindane-based chiral phosphines can be excellent organocatalysts. Both optically active benzobicyclo[4.3.0] compounds 2 and 2' with three continuous stereogenic centers could be obtained as major products selectively under neutral and mild conditions just by a choice of an additive.
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