Sharpless oxyamination

Sharpless oxyamination

The Sharpless oxyamination (often known as Sharpless aminohydroxylation) is the chemical reaction of alkenes with alkyl imido osmium compounds to form vicinal amino-alcohols. [Sharpless, K. B.; Patrick, D. W.; Truesdale, L. K.; Biller, S. A. "J. Am. Chem. Soc." 1975, "97", 2305. (DOI|10.1021/ja00841a071)] [Herranz, E.; Biller, S. A.; Sharpless, K. B. "J. Am. Chem. Soc." 1978, "100", 3596-3598. (DOI|10.1021/ja00479a051)] [Herranz, E.; Sharpless, K. B. "Org. Syn.", Coll. Vol. 7, p.375 (1990); Vol. 61, p.85 (1983). ( [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv7p0375 Article] )] A comprehensive review of this reaction was authored by McLeod "et al" in 2002. [Bodkin, J. A.; McLeod, M. D. "J. Chem. Soc., Perkin Trans. 1", 2002, 2733–2746. (DOI|10.1039/b111276g)]

Vicinal amino-alcohols are important products in organic synthesis and recurring pharmacophores in drug discovery. [Bäckvall, J. E.; Oshima, K.; Palermo, R. E.; Sharpless, K. B. "J. Org. Chem." 1979, "44", 1953. (DOI|10.1021/jo01326a013)]

References


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