Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 19, Pages 7285-7291Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c03157
Keywords
-
Categories
Funding
- National Young Thousand Talents Plan
- Shanghai Rising-Star Program [20QA1411300]
- National Natural Science Foundation of China [22071262, 21871284, 91956113]
- Science and Technology Commission of Shanghai Municipality [18401933502]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB 20020100]
- CAS Key Laboratory of Synthetic Chemistry of Natural Substances
- Shanghai Institute of Organic Chemistry
Ask authors/readers for more resources
The protocol describes the unprecedented stereodivergent synthesis of tertiary fluoride-tethered allenes with a stereogenic center and stereogenic axis via Cu/Pd synergistic catalysis. A wide range of conjugated enynes are coupled with various alpha-fluoroesters in high yields and diastereoselectivity. The novel stereodivergent axial-to-central chirality transfer process enables precise access to the corresponding four stereoisomers of fluorinated hydrofurans.
Herein we describe a protocol for the unprecedented stereodivergent synthesis of tertiary fluoride-tethered allenes bearing a stereogenic center and stereogenic axis via Cu/Pd synergistic catalysis. A broad scope of conjugated enynes are coupled with various alpha-fluoroesters in high yields with high diastereoselectivities and generally >99% ee. In addition, the four stereoisomers of the allene products ensure precise access to the corresponding four stereoisomers of the fluorinated hydrofurans via a novel stereodivergent axial-to-central chirality transfer process.
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
