Remote asymmetric conjugate addition of naphthoquinone methides: constructing adjacent tertiary-quaternary carbon stereocenters
The asymmetric reactions of naphthoquinone methides having carbonyl and methide units on different rings have remained underdeveloped due to the challenging remote stereoselectivity control. Herein, the asymmetric conjugate addition of <i>in situ</i>-generated naphthoquinone methides to β-ketoesters has been developed, in the presence of a chiral bis(oxazoline)-Cu(II) complex, providing various naphthol skeletons bearing adjacent tertiary-quaternary carbon stereocenters in high yields and enantioselectivities.
Authors
- Qiaofa Lan (ORCID: https://orcid.org/0000-0001-8909-7088)
- Jing Chai (ORCID: https://orcid.org/0000-0003-3770-2279)
- Dan‐Qian Xu (ORCID: https://orcid.org/0000-0003-0152-0860)
- Yang‐Jie Mao (ORCID: https://orcid.org/0000-0003-4101-4030)
- Jing-Jing Zhai (ORCID: https://orcid.org/0000-0002-1002-0174)
- Shao‐Jie Lou (ORCID: https://orcid.org/0000-0003-3700-6812)
- Mingming Chu (ORCID: https://orcid.org/0000-0003-3994-989X)
- Xiaoxiao Zhang (ORCID: https://orcid.org/0009-0001-4950-3157)
- Yifeng Wang (ORCID: https://orcid.org/0000-0002-1815-3991)
Institutions
- Jiaxing University (CN)
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc03265b
- Primary Topic
- Axial and Atropisomeric Chirality Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00