| Unnatural Chiral N-tert-Butanesulfinyl alpha-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives | |
| Department | OSSO国家重点实验室 |
| Lin, Li1; Fu, Xu1; Ma, Xiaojuan1; Zhang, Jinlong1; Wang R(王锐)1,2; Wang R(王锐) | |
| 2012 | |
| Source Publication | SYNLETT
 |
| ISSN | 0936-5214 |
| Issue | 17Pages:2559-2563 |
| Abstract | This work provides a general approach to unnatural chiral N-tert-butanesulfinyl alpha-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 Alpha-amino Acids Peptides Regioselectivity Asymmetric Synthesis Chiral Auxiliaries |
| Subject Area | 物理化学与绿色催化 |
| DOI | 10.1055/s-0032-1317298 |
| 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 |
| If | 2.655 |
| Language | 英语 |
| compositor | 第二作者单位 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/19338 |
| Collection | 羰基合成与选择氧化国家重点实验室（OSSO） |
| Corresponding Author | Wang R(王锐) |
| Affiliation | 1.Key Laboratory of Preclinical Study for New Drugs of Gansu Province, State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou, 730000, P. R. of China 2.State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, P. R. of China |
| Recommended Citation GB/T 7714 | Lin, Li,Fu, Xu,Ma, Xiaojuan,et al. Unnatural Chiral N-tert-Butanesulfinyl alpha-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives[J]. SYNLETT,2012(17):2559-2563. |
| APA | Lin, Li,Fu, Xu,Ma, Xiaojuan,Zhang, Jinlong,Wang R,&王锐.(2012).Unnatural Chiral N-tert-Butanesulfinyl alpha-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives.SYNLETT(17),2559-2563. |
| MLA | Lin, Li,et al."Unnatural Chiral N-tert-Butanesulfinyl alpha-Amino Acid Synthesis; A General Synthetic Strategy to N-Boc-Phenylalanine Analogue Alternatives".SYNLETT .17(2012):2559-2563. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| SYNLETT 2012 No.17 2（266KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text | |
Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Edit Comment