A highly stereoselective synthesis of (z)-1-phenylthio-1-trialkyl- silylalkenes from 1-methoxy-1-phenylthio-1-trialkylsilylalkanes
β Scribed by Tadakatsu Mandai; Makoto Kohama; Hiroaki Sato; Mikio Kawada; Jiro Tsuji
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 545 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
A new method for the highly stereoselective synthesis of (Z)-l-phenylthio-l-trialkylsilylalkenes 3 by the elimination of methanol from 1-methoxy-l-phenylthio-l-trialkylsilylalkane 2 in organic solvents is described.
π SIMILAR VOLUMES
Hydroalumination of phenylthioacetylenes with the Zweifel's reagent as reducing agent followed by the addition of C 4 H 9 TeBr afforded (Z)-telluro(thio)ketene acetals (Z >80-93%). The (E)-isomers were obtained with 100% stereoselectivity by reduction of thioacetylenes with DIBAL-H, followed by the
Both 1,3-and 1.4-diketones are obtained from common precursors, A-methoxy-Y-phenylthio ketones. These compounds are derived through the novel phenylthio migration reaction of the aldehyde adducts with methoxy(phenylthio)methane upon exposure to enol silyl ethers. The compounds thus obtained are conv