Iridium-catalyzed asymmetric hydrogenation of quinazolinones

Literature Information

Publication Date 2019-04-29
DOI 10.1039/C9QO00443B
Impact Factor 5.281
Authors

Guang-Shou Feng, Zi-Biao Zhao, Lei Shi


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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.

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Organic Chemistry Frontiers

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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