Journal
CHINESE CHEMICAL LETTERS
Volume 31, Issue 6, Pages 1564-1567Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2019.11.008
Keywords
Hydroboration; Ynamide; NHC-borane; Et2Zn; Enamid
Categories
Funding
- Key Project of Chinese National Programs for Fundamental Research and Development [2016YFA0602900]
- Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program [2017BT01Y093]
- Natural Science Foundation of China [81873071]
- Pearl River S&T Nova Program of Guangzhou [201906010059]
Ask authors/readers for more resources
The trans-hydroboration of alkyne represents a challenging task in organic synthesis. Reported herein is an Et2Zn promoted beta-trans hydroboration of ynamides by using N-heterocyclic carbene (NHC)-ligated borane as boryl source. The reaction leads to a stereoselective construction of enamides bearing a valuable boryl substituent. Both aromatic and aliphatic ynamides were applicable to the reaction. Synthetic transformation of the C-B bond in the product via Suzuki-Miyaura coupling provides a simple and stereospecific route to multi-substituted enamides. Mechanistic studies were conducted and the possible mechanism was discussed (c) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
