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Iridium-catalyzed asymmetric hydrogenation of quinazolinones

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Abstract

Enantioselective hydrogenation of quinazolinones has been successfully realized by employing a chiral iridium/diphosphine complex as catalyst, furnishing the chiral dihydroquinazolinones with excellent yield and up to 98% enantioselectivity. Asymmetric hydrogenation at the gram scale was also conducted smoothly without loss of reactivity and enantioselectivity. Using the above methodology as the key step, the enantiopure bioactive Eg5 inhibitor and (−)-SDZ 267-489 could also be conveniently synthesized.

Graphical abstract: Iridium-catalyzed asymmetric hydrogenation of quinazolinones

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Publication details

The article was received on 28 Mar 2019, accepted on 26 Apr 2019 and first published on 29 Apr 2019


Article type: Research Article
DOI: 10.1039/C9QO00443B
Org. Chem. Front., 2019, Advance Article

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    Iridium-catalyzed asymmetric hydrogenation of quinazolinones

    G. Feng, Z. Zhao, L. Shi and Y. Zhou, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00443B

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