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Synthesis 1996; 1996(12): 1403-1418
DOI: 10.1055/s-1996-4423
review
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Asymmetric Synthesis with (S)-2-Methoxymethylpyrrolidine (SMP) - a Pioneer Auxiliary

Dieter Enders* , Martin Klatt
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, D-52074 Aachen, Germany, Fax +49(241)8888127; E-mail Enders@RWTH-Aachen.de
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Publication History

Publication Date:
31 December 2000 (online)

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Since the pioneering times of the mid seventies (S)-2-methoxymethylpyrrolidine SMP and its enantiomer RMP belong to the most generally useful chiral auxiliaries in stoichiometric asymmetric synthesis with a very broad range of different applications. As a proline derivative, it generally shows high stereoselectivities due to the rigidity of the five-membered ring and the ability to coordinate metal fragments. The intention of this treatise is to demonstrate the synthetic utility of this important chiral auxiliary covering the literature up to 1996.

asymmetric synthesis - enantioselective synthesis - chiral auxiliary - (S)-2methoxymethylpyrrolidine (SMP) - review

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