-transparent.png){kind=logo}
Scalable Synthesis of Cyclocitrinol. 2018
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.
A 10-step synthesis of the C25 steroid natural product cyclocitrinol from inexpensive, commercially available pregnenolone is reported. This synthesis features a biomimetic cascade rearrangement to efficiently construct the challenging bicyclo[4.4.1] A/B ring system, which enabled a gram-scale synthesis of the bicyclo[4.4.1] enone intermediate 18 in only nine steps. This work also provides experimental support for the biosynthetic origin of cyclocitrinol.
| UI | MeSH Term | Description | Entries |
|---|
Related Publications
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
April 2018,
Journal of the American Chemical Society,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
May 2018,
Organic letters,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
January 2017,
ACS central science,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
June 2000,
Die Pharmazie,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
February 2019,
Journal of the American Chemical Society,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
June 2019,
Organic letters,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
August 2017,
Advanced materials (Deerfield Beach, Fla.),
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
October 2016,
Organic letters,
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
November 2023,
Angewandte Chemie (International ed. in English),
Yu Wang, and
Wei Ju, and
Hailong Tian, and
Weisheng Tian, and
Jinghan Gui
January 2019,
Angewandte Chemie (International ed. in English),
