180744-11-0Relevant academic research and scientific papers
Variation of the C1 Component in the Silicon-Induced Domino Synthesis of Cyclopentanes
Braeuer, Nico,Michel, Tycho,Schaumann, Ernst
, p. 11481 - 11488 (2007/10/03)
The reaction of mono- or bissilylated thioanisole derivatives 2b-e with 3,4-epoxybutyl tosylate (3) affords the cyclopentanols 6a-c. Migratory aptitudes of two different silyl groups in the Brook 1,4-rearrangement is examined starting from 2d, e giving the order SiMe2Ph > SiMe3 > SiMePh2. The relative configuration of the resulting 1,3-functionalized cyclopentanes is established by NOE experiments after derivatization of the alcohol to the corresponding pivalates 7a-c.
New bis (lithiomethyl)silanes: building blocks for organosilanes
Strohmann, Carsten,Luedtke, Silke,Wack, Eric
, p. 799 - 805 (2007/10/03)
The first high yield preparation of non -stabilized bis(lithiomethyl)silanes was performed by the reductive cleavage of C-S bonds with electron transfer reagents. Bis[(phenylthio)methyljsilanes synthesized by the reaction of dichlorosilanes with [(phenylthio)methyljlithium were transformed to the corresponding bis(lithiomethyl)silanes 7 by reaction with lithium naphthalenide (LiCiUHB) or lithium p,p'-di-(er/-butylbiphenylide (LiDBB) as an electron transfer reagent and were characterized by their reaction with Bu3SnCl. The C-S bonds of bis[(phenylthio)methyl]silanes can be cleaved selectively making possible the introduction of two different groups. -The silicon atom plays a central role in the reactivity of the presented structural types. The bis(lithiomethyl)silanes are used as new building blocks for the preparation of organosilanes, Si-H-functionalized organosilanes, and 1,3-disilacyclobutanes containing SiCH2Si structural units. VCH Verlagsgesellschaft mbH, 1996.
