Highly selective Silver(I) oxide mediated monoprotection of symmetrical diols

Tetrahedron Letters

Volumn 38, Issue 34, 1997, Pages 5945-5948

  Bouzide, Abderrahim ^a   Sauvé, Gilles ^a  

^a UNIVERSITÉ LAVAL   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANEDIOL DERIVATIVE;

ALKYLATION; ARTICLE; DRUG PURITY; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0030841822     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01328-2     Document Type: Article

References (23)

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11. Bouzide, A.; Yelle, J.; Sauvé, G. Unpublished results.
12. 2SnO, toluene, then CsF, BnBr) of commercially available 3,4-O-isopropylidene-D-mannitol.
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16. For another method to prepare monobenzylated dialkyl tartrate see: Guindon, Y.; Girard, Y.; Berthiaume, S.; Gorys, V.; Lernieux, R; Yoakim, C. Can. J. Chem. 1990, 68, 897.
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21. Determined by NMR.
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23. 10 (1.5 mmol) and alkyl halide (1.1 mmol). The reaction was stirred for 1 to 15 h and filtered through a silica gel pad. Evaporation of the solvent followed by flash chromatography gave the monoalkylated product. All compounds were characterized by NMR, IR and high resolution MS.