Synthesis of Primitive Dendrimer Systems Bearing Bicyclo[3,2,0]Hept-6-en-6-yl Groups via Unique Au-catalyzed [2+2] Cyclization

  • Lee, Kyu Hwan
  • Jillella, Raveendra
  • Kim, Jaewoong
  • Oh, Chang Ho
Citations

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5
Citations

SCOPUS

4

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] cyclizationPropargylic carboxylateBicyclo[3,2,0]heptaneHIGHLY DIASTEREOSELECTIVE SYNTHESISGOLD CATALYSISEFFICIENT SYNTHESISPROPARGYLIC ESTERSCYCLOISOMERIZATIONTANDEMREARRANGEMENTACETATESMIGRATIONACCESS
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 HwanJillella, RaveendraKim, JaewoongOh, Chang Ho
DOI
10.1002/bkcs.11445
발행일
2018-05
유형
Article
저널명
Bulletin of the Korean Chemical Society
39
5
페이지
651 ~ 656