Chiral oligomers by iterative tandem catalysis

B.A.C. As, van; J. Buijtenen, van; A. Heise; Q.B. Broxterman; G.K.M. Verzijl; A.R.A. Palmans; E.W. Meijer

doi:10.1021/ja052347d

Chiral oligomers by iterative tandem catalysis

B.A.C. As, van, J. Buijtenen, van, A. Heise, Q.B. Broxterman, G.K.M. Verzijl, A.R.A. Palmans, E.W. Meijer

Research output: Contribution to journal › Article › Academic › peer-review

86 Citations (Scopus)

Abstract

Iterative tandem catalysis is presented as a flexible tool for obtaining chiral macromolecules from racemic or prochiral monomers. Here, we combine lipase-catalyzed ring-opening of -substituted lactones with ruthenium-catalyzed racemization. In a two-pot system, enantioenriched oligomers of 6-methyl--caprolactone were synthesized, which could not have been obtained by enzymatic ring-opening alone. A one-pot experiment proved highly promising in developing a novel route toward enantiopure polyesters.

Original language	English
Pages (from-to)	9964-9965
Journal	Journal of the American Chemical Society
Volume	127
Issue number	28
DOIs	https://doi.org/10.1021/ja052347d
Publication status	Published - 2005

Access to Document

10.1021/ja052347d

Cite this

@article{a1f6e2c311c447b684f162c65bc35a9a,

title = "Chiral oligomers by iterative tandem catalysis",

abstract = "Iterative tandem catalysis is presented as a flexible tool for obtaining chiral macromolecules from racemic or prochiral monomers. Here, we combine lipase-catalyzed ring-opening of -substituted lactones with ruthenium-catalyzed racemization. In a two-pot system, enantioenriched oligomers of 6-methyl--caprolactone were synthesized, which could not have been obtained by enzymatic ring-opening alone. A one-pot experiment proved highly promising in developing a novel route toward enantiopure polyesters.",

author = "{As, van}, B.A.C. and {Buijtenen, van}, J. and A. Heise and Q.B. Broxterman and G.K.M. Verzijl and A.R.A. Palmans and E.W. Meijer",

year = "2005",

doi = "10.1021/ja052347d",

language = "English",

volume = "127",

pages = "9964--9965",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "28",

}

TY - JOUR

T1 - Chiral oligomers by iterative tandem catalysis

AU - As, van, B.A.C.

AU - Buijtenen, van, J.

AU - Heise, A.

AU - Broxterman, Q.B.

AU - Verzijl, G.K.M.

AU - Palmans, A.R.A.

AU - Meijer, E.W.

PY - 2005

Y1 - 2005

N2 - Iterative tandem catalysis is presented as a flexible tool for obtaining chiral macromolecules from racemic or prochiral monomers. Here, we combine lipase-catalyzed ring-opening of -substituted lactones with ruthenium-catalyzed racemization. In a two-pot system, enantioenriched oligomers of 6-methyl--caprolactone were synthesized, which could not have been obtained by enzymatic ring-opening alone. A one-pot experiment proved highly promising in developing a novel route toward enantiopure polyesters.

AB - Iterative tandem catalysis is presented as a flexible tool for obtaining chiral macromolecules from racemic or prochiral monomers. Here, we combine lipase-catalyzed ring-opening of -substituted lactones with ruthenium-catalyzed racemization. In a two-pot system, enantioenriched oligomers of 6-methyl--caprolactone were synthesized, which could not have been obtained by enzymatic ring-opening alone. A one-pot experiment proved highly promising in developing a novel route toward enantiopure polyesters.

U2 - 10.1021/ja052347d

DO - 10.1021/ja052347d

M3 - Article

C2 - 16011336

SN - 0002-7863

VL - 127

SP - 9964

EP - 9965

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 28

ER -

Chiral oligomers by iterative tandem catalysis

Abstract

Access to Document

Fingerprint

Cite this