Template-Induced, Stereoselective Cyclizations in the Cyclopolymerization of 
TADDOL-Dimethacrylate

Wulff, Günter; Matussek, Anja; Hanf, Christian; Gladow, Stefan; Lehmann, Christian W.; Goddard, Richard

doi:10.1002/1521-3773(20000703)39:13<2275::AID-ANIE2275>3.0.CO;2-H

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Template-Induced, Stereoselective Cyclizations in the Cyclopolymerization of TADDOL-Dimethacrylate

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Lehmann, Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard, Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Wulff, G., Matussek, A., Hanf, C., Gladow, S., Lehmann, C. W., & Goddard, R. (2000). Template-Induced, Stereoselective Cyclizations in the Cyclopolymerization of TADDOL-Dimethacrylate. Angewandte Chemie International Edition, 39(13), 2275-2277. doi:10.1002/1521-3773(20000703)39:13<2275:AID-ANIE2275>3.0.CO;2-H.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-6582-A

Abstract

With high asymmetric induction (up to 96 % de) TADDOL-dimethacrylate can be cyclized to an 11-membered monocycle, or obtained as a dimer, a trimer, or a polymer. Enantiomerically pure, isotactic methylmethacrylate oligomers and polymers can be prepared from these by hydrolysis [Eq. (1), R=CHPh₂, CPh₃, fluorenyl, PhNHCH₂CH₂NPh, E=Me]. X-ray crystal structure analyses show that the TADDOL-containing polymers occur as M helices with three monomer units per turn.