期刊
ORGANIC LETTERS
卷 4, 期 23, 页码 4029-4032出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol020160a
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资金
- NIDA NIH HHS [DA 13449] Funding Source: Medline
- NIDDK NIH HHS [DK 17420] Funding Source: Medline
[GRAPHICS] A general and efficient methodology has been developed to prepare the N-substituted dipeptide reverse-turn mimetics unsaturated (9a, 10a) and saturated (11a) azabicyclo[4.3.0] alkane amino acid derivatives. The side chain was introduced by bromination of dehydroamino acid intermediates followed by Suzuki coupling. Hydrogenation of the bicyclic dehydroamino acid 9a afforded saturated bicyclic lactam 11a. This approach can be further explored for the synthesis of a variety of such beta-turn mimetics with aryl and alkyl side chain functionalities.
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