Asymmetric nitroallylation of arylboronic acids with nitroallyl acetates catalyzed by chiral rhodium complexes and its application in a concise total synthesis of optically pure (+)-gamma-lycorane
文献类型：期刊论文
| 作者 | Dong, L; Xu, YJ; Cun, LF; Cui, X; Mi, AQ; Jiang, YZ; Gong, LZ |
| 刊名 | Organic letters
 |
| 出版日期 | 2005-09-15 |
| 卷号 | 7期号:19页码:4285-4288 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/ol051795n |
| 通讯作者 | Gong, lz() |
| 英文摘要 | A new rhodium-catalyzed highly enantioselective nitroallylation of 2-nitrocyclohex-2-enol esters with arylboronic acids is described. a rhodium complex of [rhoh(cod)](2) and optically pure binap is the optimal catalyst that provides good yields and high enantioselectivities ranging from 90 to 99% ee for various arylboronic acids at 50 degrees c. a concise total synthesis of optically pure (+)-gamma-lycorane in overall 38% yield was achieved on the basis of this new method. |
| WOS关键词 | 5-ENDO-TRIG RADICAL CYCLIZATION ; FORMAL TOTAL SYNTHESIS ; ALPHA-HALO AMIDES ; GAMMA-LYCORANE ; ORGANOBORONIC ACIDS ; OXABICYCLIC ALKENES ; CONJUGATE ADDITION ; (+/-)-GAMMA-LYCORANE ; (-)-GAMMA-LYCORANE ; DIHYDROCARANONE |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000231858100056 |
| 出版者 | AMER CHEMICAL SOC |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2378186 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Gong, LZ |
| 作者单位 | 1.Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China 2.Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China 3.Chinese Acad Sci, Grad Sch, Beijing, Peoples R China |
| 推荐引用方式 GB/T 7714 | Dong, L,Xu, YJ,Cun, LF,et al. Asymmetric nitroallylation of arylboronic acids with nitroallyl acetates catalyzed by chiral rhodium complexes and its application in a concise total synthesis of optically pure (+)-gamma-lycorane[J]. Organic letters,2005,7(19):4285-4288. |
| APA | Dong, L.,Xu, YJ.,Cun, LF.,Cui, X.,Mi, AQ.,...&Gong, LZ.(2005).Asymmetric nitroallylation of arylboronic acids with nitroallyl acetates catalyzed by chiral rhodium complexes and its application in a concise total synthesis of optically pure (+)-gamma-lycorane.Organic letters,7(19),4285-4288. |
| MLA | Dong, L,et al."Asymmetric nitroallylation of arylboronic acids with nitroallyl acetates catalyzed by chiral rhodium complexes and its application in a concise total synthesis of optically pure (+)-gamma-lycorane".Organic letters 7.19(2005):4285-4288. |
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来源：中国科学院大学
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