Organocatalytic Atroposelective Synthesis of Isoquinolines via Dynamic Kinetic Resolution

  • Kim, Ahreum
  • Moon, Junsoo
  • Lee, Chanhee
  • Song, Jayoung
  • Kim, Jongchan
  • 외 1명
Citations

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10
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12

초록

Herein, a highly enantioselective Pictet-Spengler react on for the synthesis of axially chiral tetrahydroisoquinolines via dynamic kinetic resolution is described. Chiral phosphoric acids catalyze cyclization to yield single regioisomeric isoquinolines with excellent enantioselectivities around the C-C bond up to 99% ee. The current protocol is effective for a wide range of substrates, and the observed enantiodivergence depends on the substituents on the catalysts.

키워드

ASYMMETRIC TRANSFER HYDROGENATIONPICTET-SPENGLER REACTIONSBIARYL COMPOUNDSALKALOIDSSTRATEGY
제목
Organocatalytic Atroposelective Synthesis of Isoquinolines via Dynamic Kinetic Resolution
저자
Kim, AhreumMoon, JunsooLee, ChanheeSong, JayoungKim, JongchanKwon, Yongseok
DOI
10.1021/acs.orglett.1c04330
발행일
2022-02-04
유형
Article
저널명
Organic Letters
24
4
페이지
1077 ~ 1082