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Hindered organoboron groups in organic synthesis. 13. The direct production of ketones from aliphatic aldehydes by a unique variant of the boron-wittig reaction

Pelter, A., Smith, Keith, Elgendy, S. and Rowlands, M. 1989. Hindered organoboron groups in organic synthesis. 13. The direct production of ketones from aliphatic aldehydes by a unique variant of the boron-wittig reaction. Tetrahedron Letters 30 (41) , pp. 5643-5646. 10.1016/S0040-4039(01)93820-1

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Abstract

In the presence of trifluoroacetic anhydride or N-chlorosuccinimide, aliphatic aldehydes react with dimesitylboron stabilised carbanions to give, after work up, the corresponding ketones, a process which is unique among Wittig type reactions. Yields of ketones are satisfactory in all cases except those involving the anion derived from the parent compound dimesitylmethylborane, which gives the corresponding alkenes.

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 02:50
URI: http://orca.cf.ac.uk/id/eprint/12647

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