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초록
Propargylic pivaloates bearing an alkynyl group at a three-carbon tether under the gold catalysis would undergo [3,3] rearrangements of propargylic pivaloates followed by tandem [2+2] cyclization to give the corresponding 6-acylbicyclo[3,2,0]hept-6-ens. In continuing work, we prepared various substrates bearing two arms of alkyne-propargylic pivaloates to explore primitive dendrimer concept bicyclic compounds. Finally, we could obtain a series of diasteromeric compounds bearing two arms of 6-acylbicyclo[3,2,0]hept-6-ene groups in high yields.
키워드
Gold catalyst; [2+2] cyclization; Propargylic carboxylate; Bicyclo[3,2,0]heptane; HIGHLY DIASTEREOSELECTIVE SYNTHESIS; GOLD CATALYSIS; EFFICIENT SYNTHESIS; PROPARGYLIC ESTERS; CYCLOISOMERIZATION; TANDEM; REARRANGEMENT; ACETATES; MIGRATION; ACCESS
- 제목
- Synthesis of Primitive Dendrimer Systems Bearing Bicyclo[3,2,0]Hept-6-en-6-yl Groups via Unique Au-catalyzed [2+2] Cyclization
- 저자
- Lee, Kyu Hwan; Jillella, Raveendra; Kim, Jaewoong; Oh, Chang Ho
- 발행일
- 2018-05
- 유형
- Article
- 권
- 39
- 호
- 5
- 페이지
- 651 ~ 656