Journal
ORGANIC LETTERS
Volume 21, Issue 7, Pages 2056-2059Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00295
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Funding
- CSIR
- UGC
- CSIR-IICB
- Bristol-Myers Squibb (U.S.A.)
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An Ir(III)-catalyzed [3 + 2] annulation of weakly coordinating N-sulfonyl ketimines with challenging alpha, beta-unsaturated nitro olefins has been achieved via redox-neutral C-H functionalization in the presence of a catalytic amount of silver hexafluoroantimonate. The generation of three consecutive stereogenic centers in a single step via direct C-H functionalization is the prime feature of this methodology. A wide array of pharmaceutically relevant nitro-substituted spirocyclic benzosultams was synthesized with good to excellent diastereoselectivity as well as in high yield starting from easily accessible substrates.
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