Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
exo-Selective Peripheral Cycloaddition Reactions of Pyrido[2,1-a]isoindole
Shoji KajigaeshiSeiji MoriShizuo FujisakiShuji Kanemasa
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1985 Volume 58 Issue 12 Pages 3547-3551

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Abstract

Pyrido[2,1-a]isoindole cycloadds to olefinic dipolarophiles in a highly exo-selective fashion giving the kinetically controlled cycloadducts which gradually isomerize into the Michael adducts. With acetylenic dipolarophiles, the hydrogen-migrated cycloadducts are the only products. The mechanism of cycloadditions is discussed.

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