4.7 Article

Rhodium-catalyzed enantioselective annulation of N-phenoxyacetamides with 1,3-dienes

Journal

SCIENCE CHINA-CHEMISTRY
Volume -, Issue -, Pages -

Publisher

SCIENCE PRESS
DOI: 10.1007/s11426-023-1637-8

Keywords

asymmetric catalysis; C-H functionalization; rhodium catalysis; chiral dihydrobenzofuran

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Chiral dihydrobenzofuran is a valuable synthetic fragment in both medicinal and organic chemistry. Efficient rhodium(III)-catalyzed chemoselective and enantioselective C-H functionalization/[3+2] annulation of N-phenoxyacetamides with 1,3-dienes is reported. In the presence of 5 mol% CpRh complex, various chiral dihydrobenzofurans were synthesized in up to 79% yield and 98% ee. This reaction proceeds under mild conditions with excellent functional group compatibility.
Chiral dihydrobenzofuran is a valuable synthetic fragment in both medicinal and organic chemistry. Efficient rhodium(III)-catalyzed chemoselective and enantioselective C-H functionalization/[3+2] annulation of N-phenoxyacetamides with 1,3-dienes is reported. In the presence of 5 mol% CpRh complex, various chiral dihydrobenzofurans were synthesized in up to 79% yield and 98% ee. This reaction proceeds under mild conditions with excellent functional group compatibility.

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