Cage‐Shaped Phosphites Having C3‐Symmetric Chiral Environment: Steric Control of Lewis Basicity and Application as Chiral Ligands in Rhodium‐Catalyzed Conjugate Additions

Author:

Liu Xiao1ORCID,Tomita Kazuma1,Konishi Akihito12ORCID,Yasuda Makoto12ORCID

Affiliation:

1. Department of Applied Chemistry Graduate School of Engineering Osaka University 2-1 Yamadaoka Suita Osaka 565-0871 Japan

2. Innovative Catalysis Science Division Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI) Osaka University Suita Osaka 565-0871 Japan

Abstract

AbstractDesigning chiral ligands with an axial symmetry higher than C2‐rotational symmetry is one of the most crucial approaches to improving enantioselectivity in asymmetric synthesis. Herein, C3‐symmetric chiral cage‐shaped phosphites are reported. Their Lewis basicity and chiral environment are precisely controlled by the tethered group. The cage‐shaped phosphites successfully worked as chiral ligands in Rh‐catalyzed asymmetric conjugate additions, realizing acceptable yields with excellent enantioselectivity, and were used to synthesize a pharmacologically important molecule.

Funder

Japan Society for the Promotion of Science

Japan Science and Technology Corporation

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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