Organoboron compounds: CDIV. A hydride transfer reacton in the series of ate complexes of 7-substituted 3-alkyl-3-borabicyclo[3.3.1]nonanes and 3-alkyl-3-borabicyclo[3.3.1]non-6-enes

Organoboron compounds: CDIV. A hydride transfer reacton in the series of ate complexes of 7-substituted 3-alkyl-3-borabicyclo[3.3.1]nonanes and 3-alkyl-3-borabicyclo[3.3.1]non-6-enes Full article

Journal

Journal of Organometallic Chemistry
ISSN: 1872-8561 , E-ISSN: 0022-328X

Output data

Year: 1983, Volume: 246, Number: 2, Pages: 129-139 Pages count : 11 DOI: 10.1016/0022-328x(83)80192-2

Authors

Gurskii M.E. ¹ , Baranin S.V. ¹ , Shashkov A.S. ¹ , Lutsenko A.I. ¹ , Mikhailov B.M. ¹

Affiliations

1	N.D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the U.S.S.R., Leninskii Prospekt 47, Moscow U.S.S.R.

The ate complexes of 7-substituted 3-alkyl-3-borabicyclo[3.3.1]nonanes and of 3-alkyl-3-borabicyclo[3.3.1]non-6-enes react with acetyl chloride under mild conditions by an intermolecular β-hydride transfer mechanism to form 5-substituted 3-methylenecyclohex-1-ylmethyl(dialkyl)boranes. The latter compounds were converted, by oxidation with alkaline hydrogen peroxide, to 3-substituted 1-methylene-5-hydroxymethylcyclohexanes. The reaction of cycloalkylmethyl(dialkyl)boranes with aromatic aldehydes was applied to the synthesis of 1,3-di- and 1,3,5-tri-methylene derivatives of the cyclohexane series.

Gurskii M.E. , Baranin S.V. , Shashkov A.S. , Lutsenko A.I. , Mikhailov B.M.
Organoboron compounds: CDIV. A hydride transfer reacton in the series of ate complexes of 7-substituted 3-alkyl-3-borabicyclo[3.3.1]nonanes and 3-alkyl-3-borabicyclo[3.3.1]non-6-enes
Journal of Organometallic Chemistry. 1983. V.246. N2. P.129-139. DOI: 10.1016/0022-328x(83)80192-2 WOS Scopus OpenAlex

≡ Web of science:	WOS:A1983QQ56400002
≡ Scopus:	2-s2.0-0347589797
≡ OpenAlex:	W1575847848