Preparation of enantiomerically enriched α-alkoxystannanes by regioselective acetal exchange or acetal hydrolysis

Tetrahedron Letters

Volumn 37, Issue 37, 1996, Pages 6649-6652

  Linderman, Russell J ^a   Cusack, Kevin P ^a   Jaber, Mohamad R ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOTIN COMPOUND;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030577014     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)01428-1     Document Type: Article

References (30)

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28. f values) of 12 was obtained as a single diastereomer (within analytical detection limits of 1%).
29. 13C coupling constants and dihedral angles, see: Olszowy, H. A.; Kitching, W. Organometallics 1984, 3, 1670-1675.
30. 16. For use of these conditions in a glycosylation reaction, see: Charette, A. B.; Marcoux, J. F.; Cote, B. Tetrahedron Lett. 1991, 32, 7215-7218. We are not aware of the use of TMSOTf as a catalyst for other acetal exchange reactions. The use of dichloroethane is critical in this transformation. The reaction does not work in other solvents.