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- W2020817612 abstract "1,3-Dipolar cycloadditions of (1 Z ,4 R *,5 R *)-1-(arylmethylidene)-4-benzamido-5-(4-methoxyphenyl)-3-oxopyrazolidin-1-ium-2-ides 6a – 6f and their 5-(1 H -indol-3-yl) analogues 6g – 6j to olefinic dipolarophiles 7 – 9 were studied. Stereochemistry was controlled by the structure of dipoles 6 and dipolarophiles 7 – 9 . Reactions of ortho -unsubstituted dipoles 6a – 6c , 6g gave the major isomers 10 and 14 with syn -oriented protons H-3 and H-5, whilst ortho -disubstituted dipoles 6d , 6e , 6j gave cycloadducts 11 and 12 with anti -oriented protons H-3 and H-5. In comparison with their 5-phenyl-substituted analogues, dipoles 6a – 6e , 6g , 6j were less reactive in cycloadditions to olefinic dipolarophiles 7 – 9 . This was reflected in longer reaction times, lower yields, and sometimes in lower selectivity as well. The relative configurations of cycloadducts were determined by NMR." @default.
- W2020817612 created "2016-06-24" @default.
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- W2020817612 date "2009-11-17" @default.
- W2020817612 modified "2023-09-25" @default.
- W2020817612 title "ChemInform Abstract: 1,3-Dipolar Cycloadditions of 5-(4-Methoxyphenyl)- and 5-(1H-Indol-3-yl)-Substituted (1Z,4R*,5R*)-1- (arylmethylidene)-4-benzamido-3-oxopyrazolidin-1-ium-2-ides to Olefinic Dipolarophiles" @default.
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- W2020817612 doi "https://doi.org/10.1002/chin.200946122" @default.
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