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Stereoselective Michael additions on α-aminoacrylates as the key step to an l-Oic analogue bearing a quaternary stereocenter

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Abstract

A novel, highly stereoselective route for pharmaceutically relevant octahydroindole-2-carboxylates bearing a quaternary stereocenter has been developed. The key chiral intermediates 3 have been prepared in good yields and enantiomeric excesses up to 98%. A broad substrate range has been tolerated under the reaction conditions.

Graphical abstract: Stereoselective Michael additions on α-aminoacrylates as the key step to an l-Oic analogue bearing a quaternary stereocenter

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Article information


Submitted
25 Sep 2019
Accepted
13 Dec 2019
First published
16 Dec 2019

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Stereoselective Michael additions on α-aminoacrylates as the key step to an L-Oic analogue bearing a quaternary stereocenter

F. M. Cecchinelli, G. Celentano, A. Puglisi and N. Gaggero, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02084E

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