Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes

Masaki Shimizu; Masayuki Iwakubo; Yasushi Nishihara; Tamejiro Hiyama

doi:10.1016/S0040-4039(98)00458-4

Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes

Masaki Shimizu, Masayuki Iwakubo, Yasushi Nishihara, Tamejiro Hiyama

Research output: Contribution to journal › Article

10 Citations (Scopus)

Abstract

The double alkylation of bis[2-(2-lithio-1,3-dithian)-yl]diorganosilane with bis(bromomethyl)diorganosilanes proceeds smoothly in good yields in a mixture of THF-hexamethylphosphoric trianide (HMPA) or THF-1,1,3,3- tetramethylurea (TMU) to give 1,4-disilacyclohexanes whose conformation was shown to be a twist-boat on the basis of X-ray analysis.

Original language	English
Pages (from-to)	3197-3200
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4039(98)00458-4
Publication status	Published - May 14 1998
Externally published	Yes

Fingerprint

Silanes

Ships

Alkylation

X ray analysis

Boats

Conformations

X-Rays

1,1,3,3-tetramethylurea

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Shimizu, M., Iwakubo, M., Nishihara, Y., & Hiyama, T. (1998). Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes. Tetrahedron Letters, 39(20), 3197-3200. https://doi.org/10.1016/S0040-4039(98)00458-4

Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes. / Shimizu, Masaki; Iwakubo, Masayuki; Nishihara, Yasushi; Hiyama, Tamejiro.

In: Tetrahedron Letters, Vol. 39, No. 20, 14.05.1998, p. 3197-3200.

Research output: Contribution to journal › Article

Shimizu, M, Iwakubo, M, Nishihara, Y & Hiyama, T 1998, 'Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes', Tetrahedron Letters, vol. 39, no. 20, pp. 3197-3200. https://doi.org/10.1016/S0040-4039(98)00458-4

Shimizu M, Iwakubo M, Nishihara Y, Hiyama T. Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes. Tetrahedron Letters. 1998 May 14;39(20):3197-3200. https://doi.org/10.1016/S0040-4039(98)00458-4

Shimizu, Masaki ; Iwakubo, Masayuki ; Nishihara, Yasushi ; Hiyama, Tamejiro. / Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 20. pp. 3197-3200.

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10.1016/S0040-4039(98)00458-4