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 journalArticle

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 languageEnglish
Pages (from-to)3197-3200
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number20
DOIs
Publication statusPublished - May 14 1998
Externally publishedYes

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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

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 journalArticle

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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