… samarium diiodide: asymmetric synthesis of (2 S, 3 R)-and (2 S, 3 S)-[2-2 H, 3-2 H]-leucine-(S)-phenylalanine dipeptides and (2 S, 3 R)-[2-2 H, 3-2 H]-phenylalanine …

…, H Rodríguez-Solla, JA Tamayo, AR Cowley…

文献索引：Davies, Stephen G.; Rodriguez-Solla, Humberto; Tamayo, Juan A.; Cowley, Andrew R.; Concellon, Carmen; Garner, A. Christopher; Parkes, Alastair L.; Smith, Andrew D. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 8 p. 1435 - 1447

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被引用次数: 26

摘要

The highly diastereoselective samarium diiodide and D2O-promoted conjugate reduction of homochiral (E)-and (Z)-benzylidene and isobutylidene diketopiperazines (E)-5, 7 and (Z)-6, 8 has been demonstrated. This methodology allows the asymmetric synthesis of methyl (2S, 3R)-dideuteriophenylalanine 27 in≥ 95% de and> 98% ee, and (2S, 3R)-or (2S, 3S)- dideuterioleucine-(S)-phenylalanine dipeptides 37 and 38 in moderate de, 66% and 74% ...