Boric ester synthesis

Organic compounds -- part of the class 532-570 series – Organic compounds – Borate esters

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560 7, C07F 502

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active

055961231

ABSTRACT:
Stable .alpha.-substituted boronic esters, e.g. for use in peptide synthesis, are prepared by reacting a substituted alkene of the formula: ##STR1## with a disubstituted borane of the formula: ##STR2## wherein: (i) R.sup.1 and R.sup.2 are each selected from various groups which are preferably not leaving groups;

REFERENCES:
patent: 3093674 (1963-06-01), Schechter
Rangaishenvi, et al., "Chiral Synthesis via Organoboranes. 30. Facile Synthesis, by the Matteson Asymmetric Homologation Procedure of .alpha.-Methyl Boronic Acids Not Available from Asymmetric Hydroboration and Their Conversion into the Corresponding Aldehydes, Ketones, Carboxylic Acids, and Amines of High Enantiomeric Purity", J. Org. Chem. 56:3286-3294 (1991).
Midland, et al., "Stereochemistry at the Migration Terminus in the Base-Induced Rearrangement of .alpha.-Haloorganoboranes", Journal of American Chemical Society 101(1):248-249 (1979).

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