Organoboron compounds: CDXIV. Homologation of 3-methoxy-7-methyl-3-borabicyclo[3.3.1]nonane and 3-methoxy-7-methoxymethyl-3-borabicyclo[3.3.1]non-6-ene using α-haloalkyllithium compounds. Synthesis of 3-borabicyclo[4.3.1]decane and 3-borabicyclo[4.3.1]dec-7(8)-ene derivatives.

Organoboron compounds: CDXIV. Homologation of 3-methoxy-7-methyl-3-borabicyclo[3.3.1]nonane and 3-methoxy-7-methoxymethyl-3-borabicyclo[3.3.1]non-6-ene using α-haloalkyllithium compounds. Synthesis of 3-borabicyclo[4.3.1]decane and 3-borabicyclo[4.3.1]dec-7(8)-ene derivatives. Full article

Journal

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

Output data

Year: 1984, Volume: 270, Number: 1, Pages: 9-15 Pages count : 7 DOI: 10.1016/0022-328x(84)80329-0

Authors

Gurskii M.E. ¹ , Baranin S.V. ¹ , Mikhailov B.M. ¹

Affiliations

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

3-Methoxy-7-methyl-3-borabicyclo[3.3.1]nonane (I) and 3-methoxy-7-methoxy-methyl-3-borabicyclo[3.3.1]non-6-ene (X) react with α-halomethyllithium compounds at ⩽ −110°C to yield 3-methoxy-8-methyl-3-borabicyclo[4.3.1]decane and a mixture of 3-methoxy-8-methoxymethyl-3-borabicyclo[4.3.1]dec-7-ene and 3-methoxy-8-methoxymethyl-3-borabicyclo[4.3.1]dec-8-ene. A similar reaction of I or X with α-bromomethyllithium leads to the corresponding endo-4- and exo-4-methyl derivatives of 3-borabicyclo[4.3.1]decane and of 3-borabicyclo[4.3.1]dec-7(8)-ene.

Gurskii M.E. , Baranin S.V. , Mikhailov B.M.
Organoboron compounds: CDXIV. Homologation of 3-methoxy-7-methyl-3-borabicyclo[3.3.1]nonane and 3-methoxy-7-methoxymethyl-3-borabicyclo[3.3.1]non-6-ene using α-haloalkyllithium compounds. Synthesis of 3-borabicyclo[4.3.1]decane and 3-borabicyclo[4.3.1]dec-7(8)-ene derivatives.
Journal of Organometallic Chemistry. 1984. V.270. N1. P.9-15. DOI: 10.1016/0022-328x(84)80329-0 WOS Scopus OpenAlex

≡ Web of science:	WOS:A1984TE01200002
≡ Scopus:	2-s2.0-33746332504
≡ OpenAlex:	W1603902528