Isothiourea-catalyzed enantioselective synthesis of tetrahydro-α-carbolinones
Abstract
An isothiourea-catalyzed enantioselective annulation protocol using indolin-2-imines with a series of α,β-unsaturated p-nitrophenyl esters for the synthesis of tetrahydro-α-carbolinones was developed. Using 5 mol % of the isothiourea HyperBTM as the Lewis base catalyst, this process allows the enantioselective preparation of a range of C(4)-substituted tetrahydro-α-carbolinones in good to excellent yield and with high enantioselectivity (20 examples, 32–99% yield and up to 99:1 er).
Citation
Liu , H , Slawin , A M M & Smith , A D 2020 , ' Isothiourea-catalyzed enantioselective synthesis of tetrahydro-α-carbolinones ' , Organic Letters , vol. Articles ASAP . https://doi.org/10.1021/acs.orglett.9b04615
Publication
Organic Letters
Status
Peer reviewed
ISSN
1523-7060Type
Journal article
Description
The research leading to these results has received funding from the Royal Society (Newton Fellowship Programme, H. L.). A.D.S. thanks the Royal Society for a Wolfson Research Merit Award.Collections
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