Orthosilicate-mediated esterification of monosubstituted phosphinic acids

Organic Letters

Volumn 2, Issue 21, 2000, Pages 3341-3344

  Dumond, Yves R ^a   Baker, Rhonda L ^a   Montchamp, Jean Luc ^a  

^a TEXAS CHRISTIAN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001087127     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006434g     Document Type: Article

References (42)

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21. Many examples can be found in refs 1-4.
22. 3CN layer.
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25. 1H NMR analysis of the reaction mixture obtained from entry 7 revealed the presence of 2 mmol of BuOH.
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27. Some phenyl esters (R′ = Ph) have been prepared previously in low or unreported yields and purity: (a) see ref 6a (R = Bu).
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38. The esterification also proceeded satisfactorily when all the reagents were mixed together from the start (i.e., the phenyl ester was not preformed first), even though in this case these two compounds often remained in small amounts at the end of the reaction.
39. For example, see: (a) Ismail, R. M.; Koetzsch, H. J. J. Organomet. Chem. 1967, 10, 421 and references cited,
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41. 4Cl. See: Speier, J. L.; Roth, C. A.; Ryan, J. W. J. Org. Chem. 1971, 36, 3120.
42. The reason for the high yield obtained with 4 compared to, for example, propyltrimethoxysilane is unclear.