A series of various solvents and additives were tested in enantioselective hydroamination/cyclization reactions of aminoalkenes catalyzed by a binaphtholate yttrium catalyst. The functional group tolerance of the catalyst and the influence on the reaction rate and enantioselectivity was studied. Some weakly coordinating polar solvents, such as Et2O, MTBE, and chlorobenzene led to slightly increased reaction rates compared to the less polar solvent benzene, presumably due to a better stabilization of the polar transition state. Stronger binding solvents and additives, such as THF, DMAP, pyrrolidine,
Enantioselective substrate directed Heck reactions are desirable for the stereoselective synthesis of complex molecules. However, due to the coordination requirements of both chiral ligands and directing groups, such methodologies are underdeveloped. We report herein the desymmetrization of
- NSF-PAR ID:
- 10068264
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Advanced Synthesis & Catalysis
- Volume:
- 360
- Issue:
- 19
- ISSN:
- 1615-4150
- Page Range / eLocation ID:
- p. 3760-3767
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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