Asymmetric synthesis of novel quaternary alpha-hydroxy-delta-lactam dipeptide surrogates. |
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| Authors: | N K Minami J E Reiner J E Semple |
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| Affiliation: | Department of Medicinal Chemistry, Corvas International, Inc., San Diego, CA 92121, USA. |
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| Abstract: | Application of the Sharpless AD protocol to a series of alpha-(E)-benzylidene-delta-lactam precursors followed by selective deoxygenation provided efficient synthetic routes to the chiral quaternary alpha-hydroxy-gammalactam derivatives 4 and 5. These functionalized intermediates and the diol precursors 3 are regarded as novel types of D-Phe-Pro dipeptide surrogates that are useful as enzyme active site probes. |
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