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Synthetic Utility of (Propargyl)dicobalt Hexacarbonyl Cations. A New Cyclopentenone Annelation
Author(s) -
Saha Manasi,
Nicholas Kenneth M.
Publication year - 1984
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198400018
Subject(s) - chemistry , propargyl , annulation , cyclopentenone , yield (engineering) , enol , acetylene , alkylation , cobalt , enol ether , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
Abstract The regiospecific alkylation of cyclic ketones and TMS enol ethers by the cobalt‐stabilized propargyl cations 1 followed by demetalation and regiospecific acetylene hydration proceeds in good overall yield to produce 1,4‐diketones. The latter are efficiently cyclized in the presence of base to annelated cyclopentenones.