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Pd‐Catalyzed Asymmetric 5‐exo‐trig Cyclization/Cyclopropanation/Carbonylation of 1,6‐Enynes for the Construction of Chiral 3‐Azabicyclo[3.1.0]hexanes.
- Source :
- Angewandte Chemie International Edition; 1/23/2023, Vol. 62 Issue 4, p1-7, 7p
- Publication Year :
- 2023
-
Abstract
- We herein disclose a mild and efficient access to chiral 3‐azabicyclo[3.1.0]hexanes via a Pd‐catalyzed asymmetric 5‐exo‐trig cyclization/cyclopropanation/carbonylation of 1,6‐enynes. Various nucleophiles, such as alcohols, phenols, amines and water, are well compatible with the reaction system. This reaction forms three C−C bonds, two rings, two adjacent quaternary carbon stereocenters as well as one C−O/C−N bond with excellent regio‐ and enantioselectivities. The products could be further functionalized to generate a library of 3‐azabicyclo[3.1.0]hexane frameworks. [ABSTRACT FROM AUTHOR]
- Subjects :
- CYCLOPROPANATION
CARBONYLATION
RING formation (Chemistry)
NUCLEOPHILES
HEXANE
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 62
- Issue :
- 4
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 161338720
- Full Text :
- https://doi.org/10.1002/anie.202211988