Covalent anchoring of a racemization catalyst to CALB-beads: towards dual immobilization of DKR catalysts

B. Wieczorek; A. Träff; P. Krumlinde; H.P. Dijkstra; M.R. Egmond; G. van Koten; J.-E. Bäckvall; R.J.M. Klein Gebbink

doi:10.1016/j.tetlet.2011.01.106

Covalent anchoring of a racemization catalyst to CALB-beads: towards dual immobilization of DKR catalysts

B. Wieczorek, A. Träff, P. Krumlinde, H.P. Dijkstra, M.R. Egmond, G. van Koten, J.-E. Bäckvall, R.J.M. Klein Gebbink

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Abstract

The preparation of a heterogeneous bifunctional catalytic system, combining the catalytic properties of an organometallic catalyst (racemization) with those of an enzyme (enantioselective acylation) is described. A novel ruthenium phosphonate inhibitor was synthesized and covalently anchored to a lipase immobilized on a solid support (CALB, Novozym® 435). The immobilized bifunctional catalytic system showed activity in both racemization of (S)-1-phenylethanol and selective acylation of 1-phenylethanol.

Original language	English
Pages (from-to)	1601-1604
Number of pages	14
Journal	Tetrahedron Letters
Volume	52
Issue number	14
DOIs	https://doi.org/10.1016/j.tetlet.2011.01.106
Publication status	Published - 2011

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title = "Covalent anchoring of a racemization catalyst to CALB-beads: towards dual immobilization of DKR catalysts",

abstract = "The preparation of a heterogeneous bifunctional catalytic system, combining the catalytic properties of an organometallic catalyst (racemization) with those of an enzyme (enantioselective acylation) is described. A novel ruthenium phosphonate inhibitor was synthesized and covalently anchored to a lipase immobilized on a solid support (CALB, Novozym{\textregistered} 435). The immobilized bifunctional catalytic system showed activity in both racemization of (S)-1-phenylethanol and selective acylation of 1-phenylethanol.",

author = "B. Wieczorek and A. Tr{\"a}ff and P. Krumlinde and H.P. Dijkstra and M.R. Egmond and {van Koten}, G. and J.-E. B{\"a}ckvall and {Klein Gebbink}, R.J.M.",

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doi = "10.1016/j.tetlet.2011.01.106",

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T1 - Covalent anchoring of a racemization catalyst to CALB-beads: towards dual immobilization of DKR catalysts

AU - Wieczorek, B.

AU - Träff, A.

AU - Krumlinde, P.

AU - Dijkstra, H.P.

AU - Egmond, M.R.

AU - van Koten, G.

AU - Bäckvall, J.-E.

AU - Klein Gebbink, R.J.M.

PY - 2011

Y1 - 2011

N2 - The preparation of a heterogeneous bifunctional catalytic system, combining the catalytic properties of an organometallic catalyst (racemization) with those of an enzyme (enantioselective acylation) is described. A novel ruthenium phosphonate inhibitor was synthesized and covalently anchored to a lipase immobilized on a solid support (CALB, Novozym® 435). The immobilized bifunctional catalytic system showed activity in both racemization of (S)-1-phenylethanol and selective acylation of 1-phenylethanol.

AB - The preparation of a heterogeneous bifunctional catalytic system, combining the catalytic properties of an organometallic catalyst (racemization) with those of an enzyme (enantioselective acylation) is described. A novel ruthenium phosphonate inhibitor was synthesized and covalently anchored to a lipase immobilized on a solid support (CALB, Novozym® 435). The immobilized bifunctional catalytic system showed activity in both racemization of (S)-1-phenylethanol and selective acylation of 1-phenylethanol.

U2 - 10.1016/j.tetlet.2011.01.106

DO - 10.1016/j.tetlet.2011.01.106

M3 - Article

SN - 0040-4039

VL - 52

SP - 1601

EP - 1604

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

Covalent anchoring of a racemization catalyst to CALB-beads: towards dual immobilization of DKR catalysts

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