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Chemoselective reaction of allylsilanes with α-chlorosulfides containing a carbonyl group

✍ Scribed by Makoto Wada; Takahide Shigehisa; Kin-ya Akiba

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
216 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

Allylsilanes ( 2) reacted with o-chlorosulfides (L) containing a carbonyl group either at CY, p, or y position to substitute exclusively for the chlorine atom of & and the corresponding o-allylsulfides

(2) were obtained in high yields.

Recently, allylsilanes or silyl enol ethers have been recognized as useful reagents for organic synthesis, 1) especially for a regiospecific carbon-carbon bond formation. It is well known that allylsilanes or silyl enol ethers react with carbonyl compounds in the presence of Lewis acid to give the corresponding homoallyl alcohols 3) or /3-hydroxycarbonyl compounds. 3)

📜 SIMILAR VOLUMES

Fluorinated Diazo Diketones in Rhodium(I
Fluorinated Diazo Diketones in Rhodium(II)-Catalyzed Reactions with Sultams: Chemoselective O-Functionalization of Amide Carbonyl Groups
✍ Valeria M. Zakharova; Bärbel Schulze; Ludmila L. Rodina; Joachim Sieler; Valerij 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 German ⚖ 321 KB

## Abstract Rhodium(II)‐catalyzed decomposition of fluorinated diazo diketones in the presence of isothiazole‐3(2__H__)‐one 1,1‐dioxides offers a chemoselective and useful tool for __O__‐functionalization of their CO groups by interaction with transient fluorine‐containing Rh^II^‐diketocarbenoids.