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. 2023 Nov 24;25(46):8199-8204.
doi: 10.1021/acs.orglett.3c02975. Epub 2023 Nov 10.

[3+2] Cascade Ring-Closing/Ring-Opening Strategy: Access to N-Indene-Tethered Amino Alcohols

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[3+2] Cascade Ring-Closing/Ring-Opening Strategy: Access to N-Indene-Tethered Amino Alcohols

Imtiaj Mondal et al. Org Lett. .

Abstract

An unprecedented atom-economic redox neutral regioselective Rh(III)-catalyzed cascade [3+2] annulation of 2-aryl oxazoline with α,β-unsaturated nitro olefins has been accomplished, furnishing a novel set of nitro-functionalized indene-tethered amino alcohols through a synergistic ring-closing/ring-opening strategy via the formation of two new C-C bonds and the regioselective cleavage of the C2-O bond of oxazoline under silver free mild reaction conditions with a broad substrate scope.

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