Stereoselective addition of allylmagnesium chloride to the C{double bond, long}N bond of [4.3.0] boron heterobicycles

Tetrahedron Letters

Volumn 49, Issue 10, 2008, Pages 1674-1677

  López Ruiz, Heraclio ^a   Mera Moreno, Iván ^a   Rojas Lima, Susana ^a   Santillán, Rosa ^b   Farfán, Norberto ^c  

^a UNIVERSIDAD AUTÓNOMA DEL ESTADO DE HIDALGO   (Mexico)

^b DEPARTAMENTO DE FÍSICA   (Mexico)

^c UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Allylmagnesium chloride; Boron; Boronates; NMR; X ray crystallography

Indexed keywords

ALLYLMAGNESIUM CHLORIDE; AMINE; BORON; CHLORIDE; ESTER; OXYGEN; PROTON; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; X RAY;

EID: 39149121477     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.122     Document Type: Article

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12. 2: C, 76.71; H, 5.15; N, 4.47. Found: C, 76.36; H, 5.32; N, 4.39.
13. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication Numbers, CCDC 663923 No. for 3a and CCDC 663924 for 4d. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0) 1223 336033 or deposit@ccdc.cam.ac.uk].
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16. These yields were obtained after crystallization.
17. 2: C, 78.60; H, 7.10; N, 3.53. Found: C, 78.67; H, 7.15; N, 3.57. For 4d: mp 210.6-212.5 °C as a yellow solid (yield: 0.29 g, 51%) IR (KBr)
18. 1H NMR Spectroscopy (400 MHz) of the crude reaction.