A Mild Chemo‐Enzymatic Oxidation–Hydrocyanation Protocol | Zendy

Vugts Danielle J. | Zendy; Veum Lars | Zendy; alMafraji Kanar | Zendy; Lemmens Renske | Zendy; Schmitz Rob F. | Zendy; de Kanter Frans J. J. | Zendy; Groen Marinus B. | Zendy; Hanefeld Ulf | Zendy; Orru Romano V. A. | Zendy

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A Mild Chemo‐Enzymatic Oxidation–Hydrocyanation Protocol

Author(s) -

Vugts Danielle J.,

Veum Lars,

alMafraji Kanar,

Lemmens Renske,

Schmitz Rob F.,

de Kanter Frans J. J.,

Groen Marinus B.,

Hanefeld Ulf,

Orru Romano V. A.

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500905

Subject(s) - hydrocyanation , chemistry , cyanohydrin , isomerization , solvent , organic chemistry , medicinal chemistry , catalysis

Oxidation–hydrocyanation of γ,δ‐unsaturated alcohols using (immobilised) TEMPO/PhI(OAc) 2 in combination with Hb HNL proceeds smoothly. After (in situ) protection, the resulting cyanohydrin derivatives were obtained in good overall yields and high ee ’s. A mild TEMPO‐catalysed oxidation protocol is described that yields β,γ‐unsaturated aldehydes without isomerisation of the double bond and that is compatible with a subsequent Hb HNL‐catalysed hydrocyanation performed in the same solvent system. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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