Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 23, Pages 8389-8393Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201500349
Keywords
asymmetric synthesis; enantioselectivity; organocatalysis; spirooxindoles; total synthesis
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Funding
- NSFC [21232007]
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A highly enantioselective organocatalytic substitution of 3-(1-tosylalkyl)indoles with oxindoles has been established by using chiral bifunctional organocatalysts, providing an efficient entry to multiply functionalized 3,3-disubstituted oxindoles, and was exploited as the key step to enable the first asymmetric total synthesis of optically pure (+)-trigolutesB to be accomplished in a concise manner, within seven steps with an 18% overall yield.
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