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NMR analyses of two isomeric cyclobutanes from a [2 + 2] photocycloaddition
Author(s) -
Minter David E.,
Winslow Christopher D.,
Watson William H.,
Bodige Satish
Publication year - 2002
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1035
Subject(s) - cyclobutanes , chemistry , cycloaddition , regioselectivity , enol , derivative (finance) , stereochemistry , enol ether , medicinal chemistry , computational chemistry , photochemistry , organic chemistry , catalysis , financial economics , economics
Abstract Complete 1 H and 13 C NMR assignments are reported for two isomeric cyclobutanes generated from the photochemical [2 + 2] cycloaddition of N‐methylisocarbostyril and 4‐methoxy‐3‐buten‐2‐one. The reaction is 100% regioselective and demonstrates the potential synthetic utility of de Mayo type reactions using an isocarbostyril and a stable β‐dicarbonyl enol derivative. Copyright © 2002 John Wiley & Sons, Ltd.