Zinc mediated barbier type allylation of cyclic imides and subsequent coupling reactions with carbon nucleophiles

Bulletin of the Korean Chemical Society

Volumn 25, Issue 12, 2004, Pages 1924-1928

  Kang, Seok Won ^a   Heo, Eun Young ^a   Jun, Jong Gab ^b   Kim, Sung Hoon ^a  

^a Konkuk University   (South Korea)

^b Hallym University   (South Korea)

Author keywords

Allylation; Barbier; Carbon nucleophiles; Cyclic imide; N Acyliminium ion

Indexed keywords

BROMIDE; CARBON; CYCLIC IMIDE; IMIDE; LEWIS ACID; N BENZYLPHTHALIMIDE; N BENZYLSUCCINIMIDE; PHTHALIDE DERIVATIVE; UNCLASSIFIED DRUG; ZINC;

ADDITION REACTION; ALKYLATION; ALLYLATION; ARTICLE; BARBIER TYPE ALLYLATION; CATALYSIS; CYCLIZATION; DECOMPOSITION; PROTON NUCLEAR MAGNETIC RESONANCE; REFORMATSKY REACTION; TEMPERATURE;

EID: 13544259720     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2004.25.12.1924     Document Type: Article

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22. 3) δ 176.2, 138.7, 132.4, 128.8, 128.4, 127.5, 119.7, 92.4, 44.4, 42.8, 32.2, 29.5.
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26. 3) δ 203.2, 166.8, 137.2, 135.4, 135.2, 132.8, 130.9, 129.7, 129.1, 127.8, 127.2, 124.2, 114.2, 75.9, 43.3, 32.7, 30.6, 29.7, 19.9.
27. 3) δ170.5, 166.4, 150.4, 139.2, 136.6, 135.9, 135.0, 133.1, 132.6, 132.3, 131.0, 130.9, 129.3, 129.1, 128.9, 128.8, 128.6, 127.8, 127.7, 127.6, 126.9, 124.3, 124.2, 122.9, 121.6, 111.3, 67.8, 60.8, 46.1, 43.1, 41.8, 26.2, 25.4, 21.5, 14.6.
28. 3) δ8.1 (d, 1H), 7.9 (d, 1H), 7.8 (m, 2H), 7.6 (t, 1H), 7.5-7.4 (m, 11H), 7.2 (m, 2H), 6.5 (m, 1H), 5.4 (d, 1H), 5.2 (dd, 2H), 5.1 (d, 1H), 4.7 (d, 1H), 4.6 (d, 1H), 3.9 (m, 1H), 2.6 (m, 2H), 2.0 (m, 3H).
29. 3): δ200.6, 202.8, 175.7, 140.1, 135.9, 128.6, 128.4, 127.3, 126.9, 103.5, 75.2, 53.5, 43.4, 33.1, 31.1, 29.1, 28.6, 21.1, 19.7
30. + (295), M-15 (280), M-43 (252).
31. 3) δ 207.1, 172.4, 143.4, 138.3, 136.1, 135.1, 131.9, 129.1, 128.0, 127.2, 121.7, 109.4, 51.2, 44.1, 32.6, 20.1, 15.8.