Dynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric Acid

Kosaku Horiguchi, Eri Yamamoto, Kodai Saito, Masahiro Yamanaka, Takahiko Akiyama

研究成果: Article査読

19 被引用数 (Scopus)

抄録

Asymmetric synthesis of tetrahydrobenzodiazepines was achieved by transfer hydrogenation of dihydrobenzodiazepines with benzothiazoline having a hydrogen-bonding donor substituent by means of a newly synthesized chiral phosphoric acid. This method was applicable to various racemic dihydrobenzodiazepines to give the corresponding products in good yields with excellent diastereoselectivities and enantioselectivities taking advantage of the dynamic kinetic resolution. Furthermore, the effect of bulky substituent at 3,3′-position on the catalyst and hydrogen-bonding donor substituent on benzothiazoline was fully elucidated by the theoretical study.

本文言語English
ページ(範囲)8078-8083
ページ数6
ジャーナルChemistry - A European Journal
22
24
DOI
出版ステータスPublished - 2016 6 6

ASJC Scopus subject areas

  • Chemistry(all)

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