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Synthesis of Primitive Dendrimer Systems Bearing Bicyclo[3,2,0]Hept‐6‐en‐6‐yl Groups via Unique Au‐catalyzed [2+2] Cyclization
Author(s) -
Lee Kyu Hwan,
Jillella Raveendra,
Kim Jaewoong,
Oh Chang Ho
Publication year - 2018
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.11445
Subject(s) - alkyne , bicyclic molecule , dendrimer , catalysis , chemistry , tandem , bearing (navigation) , stereochemistry , medicinal chemistry , organic chemistry , materials science , physics , astronomy , composite material
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.