Journal
ORGANIC LETTERS
Volume 23, Issue 9, Pages 3788-3792Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01234
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Funding
- Deutsche Forschungsgemeinschaft (DFG) [BR 1646/18-1]
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In this study, a new synthetic method is reported for the efficient preparation of biologically active compounds.
Herein, we report a highly enantio- and diastereoselective rhodium-catalyzed cyclization of N-allenyltryptamines and 3-allenylindoles to 6-membered spirocyclic indolenines. This allylic addition methodology offers the advantage of using a comparably cheap commercially available ligand with low loadings of an affordable rhodium precursor. The products can be converted into functionalized spirooxindoles and spiroindolines, which are regarded as important building blocks for the synthesis of a lot of natural products with biological activities.
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