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Novel O,N,N,O-tetradentate ligand from tartaric acid
Ravichandran Vasanthan,
Published in
2013
Volume: 69
   
Issue: 30
Pages: 6162 - 6169
Abstract
A new class of highly stable O,N,N,O-tetradentate bioxazoline ligands were synthesized from l-tartaric acid. Exploration of those ligands in Pd-catalyzed asymmetric allylic alkylation yielded alkylated product up to 96% ee. Necessity of additional chelation to obtain high enantioselectivity was also demonstrated. Structural modifications of this ligand might result in identification of a novel privileged chiral ligand from an inexpensive chiral pool. © 2013 Elsevier Ltd. All rights reserved.
About the journal
JournalTetrahedron
ISSN00404020
Open AccessNo
Concepts (36)
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    2 [1,3 BIS(4 CHLOROPHENYL)ALLYL]MALONONITRILE
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    3 [1,3 BIS(4 CHLOROPHENYL)ALLYL]PENTANE 2,4 DIONE
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    DIETHYL 2 [1,3 BIS(4 CHLOROPHENYL)ALLYL]MALONATE
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    DIETHYL 2 [1,3 BIS(4-CHLOROPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 (1,3 DIP TOLYLALLYL)MALONATE
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    DIMETHYL 2 (1,3 DIPHENYLALLYL)MALONATE
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    DIMETHYL 2 (4 PHENYLBUT 3 EN 2 YL)MALONATE
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    DIMETHYL 2 [1,3 BIS(3 BROMOPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 BIS(3 CHLOROPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 BIS(4 BROMOPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 BIS(4 CHLOROPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 BIS(4 FLUOROPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 BIS(4 METHOXYPHENYL)ALLYL]MALONATE
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    DIMETHYL 2 [1,3 DI(NAPHTHALEN 2 YL)ALLYL]MALONATE
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    O,N,N,O TETRADENTATE BIOXAZOLINE LIGAND
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    Oxazoline derivative
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    Palladium
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    TARTARIC ACID
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    Unclassified drug
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    Alkylation
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    Article
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    ASYMMETRIC ALLYLIC ALKYLATION
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    Carbon nuclear magnetic resonance
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    Catalysis
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    Chelation
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    Chemical modification
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    Chemical structure
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    Chirality
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    Complex formation
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    Crystal structure
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    Enantioselectivity
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    Hydrogenation
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    Priority journal
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    Proton nuclear magnetic resonance
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    Solvent effect
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    Substitution reaction