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Copper(<scp>i</scp>)/DM-SEGPHOS-catalyzed enantio- and diastereoselective conjugate boration to α-alkylidene-γ-lactams

Authors :
Kyungsoo Oh
Jimil George
Hun Young Kim
Source :
Organic Chemistry Frontiers. 7:709-714
Publication Year :
2020
Publisher :
Royal Society of Chemistry (RSC), 2020.

Abstract

A combination of CuCl and DM-SEGPHOS catalyst system has allowed the development of highly enantioselective and diastereoselective conjugate addition of bis(pinacolato)diboron to α-alkylidene-γ-lactams. The key structural feature of conjugate acceptors, α-alkylidene-γ-lactams, was identified as the carbamate group such as N-Boc and N-Cbz, where the typical low reactivity and stereoselectivity issues associated with α,β-unsaturated lactams as conjugate acceptors were resolved.

Details

ISSN :
20524129
Volume :
7
Database :
OpenAIRE
Journal :
Organic Chemistry Frontiers
Accession number :
edsair.doi...........a346645a01976b31df28f1087896a22d