Optically active pyrazolylborate: synthesis, characterization and uses in enantioselective cyclopropanation reaction

Singh, Udai P. and Babbar, Preeti and Hassler, Bernd and Nishiyama, H. and Brunner, Henri (2002) Optically active pyrazolylborate: synthesis, characterization and uses in enantioselective cyclopropanation reaction. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 185 (1-2): PII S1381-. pp. 33-39. ISSN 1381-1169

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Abstract

Optically active sodium salt of tetrakis(4,5,6,7-tetrahydro-7,8,8-trimethyl-2H-4,7-methanoindazolyl)borate, [NaB(camphpz)(4)] (1) was synthesized by the reaction of 4,5,6,7-tetrahydro-7,8,8-trimethyl-2H-4,7-methanoindazole and NaBH4 whereas sodium salt of hydrotris((-)-3(5)-methyl-1-phenylethylaminomethylpyrazolyl)borate, [NaHB(Pl)3] (2) was prepared by the reaction of (-)-3(5)-methyl-1-phenylethylaminomethylpyrazole with NaBH4. Their uses in various metal-catalysed enantioselective cyclopropanation reactions of styrene and several diazoacetates gave the corresponding trans- and cis-phenylcyclopropane-1-carboxylates with moderate to reasonably good enantioselectivities. (C) 2002 Elsevier Science B.V. All rights reserved.

Item Type: Article
Uncontrolled Keywords: COPPER(I)-CATALYZED ASYMMETRIC CYCLOPROPANATION; POLYPYRAZOLYLBORATE COPPER(I) COMPLEXES; CHIRAL DIRHODIUM(II) CARBOXAMIDES; METAL CARBENE TRANSFORMATIONS; RESTRICTED PEPTIDE ISOSTERES; BIS(OXAZOLINE)-COPPER COMPLEXES; CATALYTIC CYCLOPROPANATION; INTRAMOLECULAR CYCLOPROPANATION; LIGANDS; OLEFINS; pyrazolylborate; optical activity; copper, rhodium and ruthenium catalysts; cyclopropanation; enantioselectivity
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 12 Oct 2021 12:39
Last Modified: 12 Oct 2021 12:39
URI: https://pred.uni-regensburg.de/id/eprint/40088

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