Unnatural Chiral N-tert-Butanesulfinyl α-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives | |
Department | 羰基合成与选择氧化国家重点实验室 |
Lin L(林利); Xu Fu; Ma XJ(马晓娟); Zhang JL(张金龙); Wang R(王锐) | |
2012 | |
Source Publication | Synlett |
ISSN | 0936-5214 |
Volume | 23Pages:2559-2563 |
Abstract | This work provides a general approach to unnatural chiral N-tert-butanesulfinyl α-amino acid synthesis with high yields and excellent diastereoselectivities (dr up to 98:2). The asymmetric addition of organometallic reagents to N-tert-butylsulfinyl imino acetate proceeded with excellent diastereo- and regioselectivities even on a 10 mmol scale. The sterically constrained 2′,6′-dimethyltyrosine (Dmt) derivative was also readily prepared from commercially available and inexpensive starting materials through simple steps. |
Keyword | Unnatural Α-amino Acids Peptides Regioselectivity Asymmetric Synthesis Chiral Auxiliaries |
Subject Area | 物理化学 |
Funding Organization | NSFC (nos. 21002043;20932003;90813012);the Key National S & T Program ‘Major New Drug Development’ of the Ministry of Science and Technology (2012ZX09504001-003) |
Indexed By | SCI |
Language | 英语 |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/3877 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Wang R(王锐) |
Recommended Citation GB/T 7714 | Lin L,Xu Fu,Ma XJ,et al. Unnatural Chiral N-tert-Butanesulfinyl α-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives[J]. Synlett,2012,23:2559-2563. |
APA | 林利,Xu Fu,马晓娟,张金龙,&王锐.(2012).Unnatural Chiral N-tert-Butanesulfinyl α-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives.Synlett,23,2559-2563. |
MLA | 林利,et al."Unnatural Chiral N-tert-Butanesulfinyl α-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives".Synlett 23(2012):2559-2563. |
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B34.SYNLETT 2012_ 23(213KB) | 开放获取 | CC BY-NC-SA | View Application Full Text |
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