Palladium(II)-catalyzed cyclization of urethanes and total synthesis of 1-deoxymannojirimycin

Organic Letters

Volumn 2, Issue 16, 2000, Pages 2427-2429

  Yokoyama, Hajime ^a   Otaya, Kumiko ^a   Kobayashi, Hisatake ^a   Miyazawa, Masahiro ^a   Yamaguchi, Seiji ^a   Hirai, Yoshiro ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXYNOJIRIMYCIN; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; PALLADIUM; URETHAN;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

1-DEOXYNOJIRIMYCIN; CATALYSIS; INDICATORS AND REAGENTS; MOLECULAR STRUCTURE; PALLADIUM; URETHANE;

EID: 0034632383     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0060432     Document Type: Article

References (21)

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18. This procedure was three steps (overall 25% yield), cf. Takano, S.; Ogasawara, K. J. Synth. Org. Chem., Jpn. 1987, 45, 1157 and references therein.
19. 7: C, 67.04: H, 7.84; N, 2.79; O, 22.33. Found: C, 67.22; H, 8.08; N. 2.54; O, 22.16
20. 6: C, 69.54; H, 7.71; N, 2.90. Found: C, 69.54; H, 7.70; N, 2.66.
21. 3) δ = 7.41-7.21 (m, 10H), 6.08 (ddd, J = 3.7, 10.7, 17.6 Hz, 1H), 5.27 (brd, 1H), 5.13 (brd. 1H), 4.86-4.66 (m, 7H), 4.20-4.03 (m, 2H), 3.99-3.92 (m, 1H), 3.45 (dd, J = 3.2, 10.2 Hz, 1H), 3.41 (s, 3H), 2.96-2.73 (m, 1H), 1.45 (s, 9H).