- Asymmetric aldol reactions on a soluble polymeric support
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(Formula presented) The combinatorial synthesis of small, nonpeptidic compounds is of increasing interest in current medicinal chemistry. To meet this demand, efficient entries, preferentially on polymeric supports, to pharmacologically interesting classes of compounds such as polyketides are necessary. Therefore, we have developed a synthetic protocol allowing for the asymmetric synthesis of diketides on the soluble support MeOPEG-5000. The strategy employed mainly allows for repeated aldolizations, thus providing access to functionalized polyketides of varying degree of oligomerization.
- Reggelin,Brenig,Zur
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- Towards polyketide libraries - II: Synthesis of chiral aracemic DI- and triketides on a solid support
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A new fluoride ion cleavable linker serves as starter unit for iterative asymmetric aldol reactions on a solid support. The synthetic protocol relies on the boron enolate chemistry of D. A. Evans and a cyclic reestablishment of key functionalities. It entails the opportunity for the generation of di- and triketide libraries.
- Reggelin, Michael,Brenig, Volker,Welcker, Reinhard
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p. 4801 - 4804
(2007/10/03)
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