関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dimethyl Sulfide | HCID 1068 | — |
| 反応物 | Ozone | HCID 24823 | — |
| 反応物 | (E)-(2S)-6-phenylhex-5-en-3-yn-2-yl acetate | HCID 59552201 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (S)-4-formylbut-3-yn-2-yl acetate | HCID 11499231 | 81% |
反応手順
A solution of 8 (392 mg, 1.83 mmol) in methanol (4.6 mL) was treated with O3 for 3 min at −78° C. After removing excess O3, the reaction was quenched by slow addition of methylsulfide (1.35 mL, 18.3 mmol) at −78° C. The resulting mixture was stirred for 1 h at −78° C. and for 1 h at 23° C., and then concentrated in vacuo. Purification of the residue via flash chromatography (silica gel 16 mL; 5→15% EtOAc in hexanes) afforded aldehyde 9 (208 mg, 81%) as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08309599B2 |
|---|
| 出典データセット | uspto-grants-2012_11 |
|---|
| ORD ID | ord-d90f51e58d144947a68ef4cdaf0da292 |
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| 出典メモ | uspto-grants-2012_11 |
|---|
