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Synthesis of Optically Active Bifunctional Building Blocks Through Enantioselective Copper-Catalyzed Allylic Alkylation Using Grignard Reagents
- Source :
- Journal of Organic Chemistry, 72(7), 2558-2563. AMER CHEMICAL SOC INC
- Publication Year :
- 2007
- Publisher :
- Wiley, 2007.
-
Abstract
- Enantioselective copper-catalyzed allylic alkylations were performed on allylic bromides with a protected hydroxyl or amine functional group using several Grignard reagents and Taniaphos L1 as a ligand. The terminal olefin moiety in the products was transformed into various functional groups without racemization, providing facile access to a variety of versatile bifunctional chiral building blocks.
- Subjects :
- Bromides
Allylic rearrangement
Alkylation
EFFICIENT
ALLYLATION
Hydroxylation
Catalysis
chemistry.chemical_compound
Tsuji–Trost reaction
ASYMMETRIC CATALYSIS
Organic chemistry
Moiety
HYDROGENATION
Amines
Amino Acids
CONJUGATE ADDITION
Bifunctional
Racemization
Substitution reaction
Olefin fiber
Molecular Structure
organic chemicals
Organic Chemistry
ESTERS
Enantioselective synthesis
food and beverages
Stereoisomerism
General Medicine
Combinatorial chemistry
SUBSTITUTION-REACTIONS
PHOSPHORAMIDITE LIGANDS
chemistry
Functional group
COMPLEXES
BETA(2)-AMINO ACIDS
Copper
Subjects
Details
- ISSN :
- 15222667, 09317597, and 00223263
- Volume :
- 38
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi.dedup.....9eb800b2a9ae431c08980556f33613c9