開環／交差／閉環メタセシス反応を利用した(+)-マイコエポキシジエンの全合成
書誌事項
- タイトル別名
-
- Asymmetric Total Synthesis of (+)-Mycoepoxydiene: Application of One-Pot Ring-Opening/Cross/Ring-Closing Metathesis
説明
The asymmetric total syntheses of (+)-mycoepoxydiene and (–)-1893A have been completed. The present synthetic strategy features the use of one-pot ring-opening/cross metathesis (ROM/CM) followed by a ring-closing metathesis (RCM) reaction, allowing the concise construction of the 9-oxabicyclo[4.2.1]nona-2,4-diene framework from a 7-oxabicyclo[2.2.1]hept-2-ene derivative and 1,3-butadiene. The sequential metathesis product was converted into (+)-mycoepoxydiene through the oxidative rearrangement of a furfuryl alcohol to a pyranone, thereby establishing its absolute stereochemistry. From the common intermediate, a structurally related natural product (–)-1893A was also synthesized via the vinylogous aldol reaction.
収録刊行物
-
- 反応と合成の進歩シンポジウム 発表要旨概要
-
反応と合成の進歩シンポジウム 発表要旨概要 30 (0), 12-13, 2004
日本薬学会化学系薬学部会
- Tweet
キーワード
詳細情報 詳細情報について
-
- CRID
- 1390282680611095040
-
- NII論文ID
- 130006996678
-
- データソース種別
-
- JaLC
- CiNii Articles
-
- 抄録ライセンスフラグ
- 使用不可