Synthesis of β-amino alcohols by regioselective ring opening of arylepoxides with anilines catalyzed by cobaltous chloride

Tetrahedron Letters

Volumn 45, Issue 44, 2004, Pages 8253-8256

  Sundararajan, Govindarajan ^a   Vijayakrishna, Kari ^a   Varghese, Babu ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY MADRAS   (India)

Author keywords

Amino alcohols; Anilines; Epoxides; Regioselectivity; Ring opening

Indexed keywords

AMINOALCOHOL; ANILINE DERIVATIVE; COBALT CHLORIDE; EPOXIDE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; REACTION ANALYSIS; RING OPENING; STEREOCHEMISTRY; SYNTHESIS;

EID: 4744350855     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.09.023     Document Type: Article

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34. 1H NMR spectrum the benzylic protons of the regioisomer B resonate upfield compared to A. The benzylic protons of A resonate at around 4.9 ppm and those of B resonate at around 4.5 ppm. See Refs. a and b
35. -1: 3392, 2960, 1587. MS (m/z): 297, 266 (base peak), 190, 175, 160, 91. HRMS calculated for (M+H) = 298.2171, found = 298.2149
36. 3, 6978 reflections measured, 4443 reflections [I > 2σ(I)] were used in all calculations, R1 = 0.0620, wR2 = 0.1412, R indices (all data) R1 = 0.1059, wR2 = 0.1619