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Hindered organoboron groups in organic synthesis 16. preparation and use of lithium ditripylethylhydroborate for the diastereoselective reduction of cyclohexanones

Smith, Keith, Pelter, A. and Norbury, A. 1991. Hindered organoboron groups in organic synthesis 16. preparation and use of lithium ditripylethylhydroborate for the diastereoselective reduction of cyclohexanones. Tetrahedron Letters 32 (43) , pp. 6243-6246. 10.1016/0040-4039(91)80799-C

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Abstract

Preparations of lithium and potassium ditripylethylhydroborates are outlined. The lithium salt reduces substituted cyclohexanones with diastereoselectivities comparable with the most selective reagents known, but with the advantages that low temperatures are not required and the corresponding borane is air stable and can be quantitatively recovered. Preparations of lithium and potassium ditripylethylhydroborates are outlined. The lithium salt reduces substituted cyclohexanones with diastereoselectivities comparable with the most selective reagents known, but with the advantages that low temperatures are not required and the corresponding borane is air stable and can be quantitatively recovered. Although ditripylethylhydroborane catalyses the reduction of ketone by potassium hydride, the diastereoselectivities obtained in the catalytic process are low.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: Elsevier
ISSN: 0040-4039
Last Modified: 04 Jun 2017 02:51
URI: http://orca.cf.ac.uk/id/eprint/12664

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