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초록
We have developed an efficient cascade gold-catalyzed furanylation-cyclopropanation of acyclic (E)-deca-2,9-dien-4-yn-1-ones and an (E)-undeca-2,10-dien-4-yn-1-one to give 1-(2-furyl)bicyclo[3.1.0]hexanes and a 1-(2-furyl) bicyclo[4.1.0]heptane, respectively. This requires a configurational change from the E-isomer to the Z-isomer prior to furan formation. The intermediate was proposed to be a gold-carbene, which would undergo cyclopropanation to furnish the product.
키워드
cyclization; gold catalyst; furanylation; cyclopropanation; enynone; CONTAINING CARBONYL YLIDES; PLATINUM-CATALYZED CYCLIZATION; BOUND PYRYLIUM; CYCLIC ETHERS; GOLD; CYCLOISOMERIZATION; DERIVATIVES; GENERATION; COMPLEXES; INSERTION
- 제목
- Gold(III)-Catalyzed Intramolecular Furanylation and Cyclopropanation of Acyclic Conjugated Enynones
- 저자
- Oh, Chang Ho; Piao, Lanhua; Kim, Ji Hee
- 발행일
- 2013-01
- 유형
- Article
- 저널명
- Synthesis
- 권
- 45
- 호
- 2
- 페이지
- 174 ~ 182