Reaction of acylsilanes with α-sulfinyl carbanions: regioselective synthesis of silyl enol ethers
✍ Scribed by Mitsunori Honda; Tadashi Nakajima; Maiko Okada; Keita Yamaguchi; Mitsuhiro Suda; Ko-Ki Kunimoto; Masahito Segi
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- French
- Weight
- 275 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
## ButyldimethylsilyL enol ethers derived from a wide range of ketones react with hydrogen peroxide in the presence of acid to give remarkably stable a-si 2.y Zoxyhydroperoxides.
We developed the first highly regioselective synthesis of cyclic enol ethers from readily accessible acyclic alkenyl ketones or acyclic alkenyl silyl esters using ring-closing metathesis (RCM). The RCM of acyclic enol silyl ethers was examined using Tebbe reagent 5 or Grubbs catalyst 6 or 7 and succ
Sly1 enol ethers of ketones are alkylated with ethyl a-chloro-a-phenylseleno acetate la or with ethyl a-chloro-a-phenylseleno propionate lb, mediated by zinc bromide to give the corresponding a-phenylseleno-y-keto esters 3 in moderate to good yields.