Journal
SYNTHESIS-STUTTGART
Volume 49, Issue 8, Pages 1808-1815Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588381
Keywords
asymmetric synthesis; spiropyrazolone; N-heterocyclic carbine; organocatalysis; [3+2] cycloaddition
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Funding
- Alexander von Humboldt Foundation
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A new synthetic strategy for the asymmetric synthesis of five-membered spiropyrazolones via N-heterocyclic carbene-catalyzed [3+2] annulations employing enals and unsaturated pyrazolones as substrates has been developed. The new protocol allows the flexible variation of all four substituents of the pharmaceutically important spiropyrazolones in moderate to very good yields and in most cases with excellent diastereoselectivities and good to excellent enantioselectivities.
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