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

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

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Goddard,  R.
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., & Goddard, R. (2000). Template-Induced, Stereoselective Cyclizations in the Cyclopolymerization of TADDOL-Dimethacrylate. Angewandte Chemie, International Edition in English, 39(13), 2275-2277. doi:10.1002/1521-3773(20000703)39:13<2275:AID-ANIE2275>3.0.CO;2-H.


Cite as: http://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.