Journal
ORGANIC LETTERS
Volume 20, Issue 5, Pages 1444-1447Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00228
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Funding
- ENSCM (Ecole Nationale Superieure de Chimie de Montpellier)
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The synthesis of cyclic imidazolidines via two N-C bond-forming sequences has been developed. The transformation goes through a (3 + 2)-cycloaddition reaction in the presence of catalytic amounts of palladium by combining several vinyl aziridines and cyclic N-sulfonyl imines. Interestingly, the use of LiCl as additive allowed the improvement of diastereoselectivities when less encumbered substrates were used. The imidazolidine derivatives that bear aminal cores are isolated in high yields (15 examples, up to 96% yield) and diastereoselectivities (up to >20:1).
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