Asymmetrische Synthesen mit unbegrenzter Stereoselektivität. Die Synthese isomerenfreier Peptid-Derivate mittels stereoselektiver Vierkomponenten-Kondensation
- 1 January 1978
- journal article
- research article
- Published by Walter de Gruyter GmbH in Hoppe-Seyler´s Zeitschrift Für Physiologische Chemie
- Vol. 359 (2) , 1541-1552
- https://doi.org/10.1515/bchm2.1978.359.2.1541
Abstract
The development of methods for the synthesis of peptides by stereoselective 4-component condensations led to new ways to prepare pure chiral chemical compounds with high yield by asymmetric syntheses. A scheme of asymmetric syntheses is described, which begins with a productively stereoselective synthesis affording a high yield of the desired product, accompanied by a minor amount of a diastereomeric byproduct. This is converted into an easily removable non-isomeric compound by a subsequent reaction with unlimited destructive stereoselectivity which is due to non-linear effects. In general, only small losses of the main product occur during the latter step. The efficiency of such asymmetric syntheses is enhanced by the use of chiral templates which can be recycled. The method is illustrated by the synthesis of a stereoisomer-free tetravaline derivative which yields the main product in 73% and with a purity of > 99.98%.This publication has 24 references indexed in Scilit:
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