Competition of deprotonation and tin-lithium exchange in the generation of a glycosyl dianion

Tetrahedron Letters

Volumn 38, Issue 11, 1997, Pages 1903-1906

  Hoffmann, Matthias ^a   Kessler, Horst ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDE; LITHIUM; TIN;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON TRANSPORT; REACTION ANALYSIS;

EID: 0031575814     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00260-8     Document Type: Article

References (20)

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7. 4 Alternatively, the halogen free MeLi (THF/Cumol 1:9, Cl < 0.07) may be used for deprotonation although we observed partial tin-lithium exchange under following conditions (2H: 2%, 2D: 39%): 1) 1 eq. MeLi, -78°C. 2) 1.3 eq. MeLi, -65°C, 20 min.
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