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Synthesis and properties of 2,4,6-trimethylphenylborane (mesitylborane), a stable alternative to thexylborane

Smith, Keith, Pelter, Andrew and Jin, Zhao 1994. Synthesis and properties of 2,4,6-trimethylphenylborane (mesitylborane), a stable alternative to thexylborane. Angewandte Chemie - International Edition 33 (8) , pp. 851-853. 10.1002/anie.199408511

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Abstract

Four advantageous properties characterize mesitylborane MesBH2 as a reagent: (1) It is readily accessible and quite stable. (2) It can be treated with two different 1-alkenes in a stepwise fashion (→ MesBR1R2). (3) The regioselectivity of each individual step is > 99%. (4) The products MesBR1R2 can be readily transformed via MeOBR1R2 or directly to BR1R2R3. MesBR2 and BR1R2R3 are important precursors for the synthesis of ketones R1R2CO and tertiary alcohols R1R2R3COH, respectively, by the cyanoborate process.

Item Type: Article
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Additional Information: Hindered Organoboranes in Organic Chemistry, Part 26. Part 25: A. Pelter, K. Smith, S. Elgendy, Tetrahedron, 1993, 49, 7119.
Publisher: Wiley-Blackwell
ISSN: 1433-7851
Last Modified: 04 Jun 2017 02:51
URI: http://orca.cf.ac.uk/id/eprint/12673

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