Asymmetric 1,4-Reduction of Pyrano[2,3‑<i>b</i>]indoles with Hantzsch Ester by Chiral Phosphoric Acid

A highly\nregioselective and enantioselective transfer hydrogenation\nof pyrano[2,3-<i>b</i>]indoles with Hantzsch ester has been\nsuccessfully realized using spiro-chiral phosphoric acid, affording\na series of optically active 1,4-reductive adducts, 4,9-dihydropyrano[2,3-<i>b</i>]indoles, in 34–99% yields with 61–99% <i>ee</i>.

Publication Details

Journal
Figshare
Published
2024-09-04
DOI
https://doi.org/10.1021/acs.orglett.4c02385.s001
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
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article

Asymmetric 1,4-Reduction of Pyrano[2,3‑b]indoles with Hantzsch Ester by Chiral Phosphoric Acid

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Asymmetric Synthesis and Catalysis
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Asymmetric 1,4-Reduction of Pyrano[2,3‑b]indoles with Hantzsch Ester by Chiral Phosphoric Acid

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Abstract

A highly\nregioselective and enantioselective transfer hydrogenation\nof pyrano[2,3-<i>b</i>]indoles with Hantzsch ester has been\nsuccessfully realized using spiro-chiral phosphoric acid, affording\na series of optically active 1,4-reductive adducts, 4,9-dihydropyrano[2,3-<i>b</i>]indoles, in 34–99% yields with 61–99% <i>ee</i>.

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Asymmetric Synthesis and Catalysis
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Asymmetric 1,4-Reduction of Pyrano[2,3‑<i>b</i>]indoles with Hantzsch Ester by Chiral Phosphoric Acid · Figshare (2024) | TGRS Research Map | TGRS