Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 9, Pages 1279-1283Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900224
Keywords
asymmetric catalysis; cobalt; cyclotrimerization; microwave heating; organic catalysis
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Funding
- Czech Science Foundation [203/08/0350]
- Ministry of Education of the Czech Republic to the Center for Structural and Synthetic Application of Transition Metal Complexes [LC06070, MSM0021620857, Z40550506]
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Unsymmetrically 3,3'-substituted axially chiral bis(tetrahydroisoquinoline) N,N'-dioxides can be prepared in just three steps. They exhibit unique catalytic activity (turnover frequency, enantioselectivity, substrate scope) in the asymmetric allylation of aromatic aldehydes (up to 96% ee). The product of the enantioselective allylation of benzaldehyde served as a building block for the preparation of an intermediate useful in the enantioselective synthesis of diospongines.
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