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Enantioselective synthesis of tetrasubstituted allenes viaaddition/arylation tandem reaction of 2-activated 1,3-enynes
- Source :
- SCIENCE CHINA Chemistry; 20230101, Issue: Preprints p1-8, 8p
- Publication Year :
- 2023
-
Abstract
- We report the development of a new class of multifunctional chiral guanidine/Pd(0) catalyst system for 1,4-addition/arylation tandem reaction. A variety of tetra-substituted allenes were readily accessible from three-component “one-pot” transformations of acyclic or cyclic 2-activated 1,3-enynes, malonates and halobenzenes under mild reaction conditions. High levels of yield and enantioselectivity were achieved in the construction of stereogenic center and axis using readily available acyclic guanidine-amides. The mechanistic studies suggest that the guanidine/Pd(0) collaboration has obvious synergism to both base-dominated conjugate addition, and Pd(0)-dominated Heck-type reaction.
Details
- Language :
- English
- ISSN :
- 16747291 and 18691870
- Issue :
- Preprints
- Database :
- Supplemental Index
- Journal :
- SCIENCE CHINA Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs61667842
- Full Text :
- https://doi.org/10.1007/s11426-022-1443-5