Facile synthesis of enantiopure 1,1 '-spirobiindane-7,7 '-diol and its 4,4 '-derivatives: application in enantioselective addition of diethylzinc to aromatic aldehydes
文献类型：期刊论文
| 作者 | Li, ZA; Liang, XM; Wan, BS; Wu, F |
| 刊名 | Synthesis-stuttgart
 |
| 出版日期 | 2004-12-01 |
| 期号 | 17页码:2805-2808 |
| 关键词 | Alkylations Aldehydes Stereoselectivity Spiro compounds Enantiomeric resolution Protecting groups |
| ISSN号 | 0039-7881 |
| DOI | 10.1055/s-2004-831238 |
| 通讯作者 | Liang, xm(bswan@dicp.ac.cn) |
| 英文摘要 | The enantiopure 1,1'-spirobiindane-7,7'-diol (spinol) and its 4,4'-derivatives 4,4'-diiodo-1,1'-spirobiindane-7,7'-dioi (dispinol) and 4,4'-dimethyl-1, 1'-spirobiindane-7,7'-diol (dmspinol) have been synthesized effectively via (1s)-(-)-4,4'-dibromo-1,1'-spirobiindane-7,7'-diyl bismenthyl carbonate with buli following the cleavage of the bismenthyl carbonate. their absolute configurations were assigned by chemical correlation. they are also applied in the form of their ti-alkoxides as catalysts for the addition of diethylzinc to aldehydes. the addition reactions proceeded with high conversions and enantioselectivities up to 88%. the effect of substitution of the substrate was studied. |
| WOS关键词 | CHIRAL SPIRO PHOSPHORAMIDITES ; ASYMMETRIC HYDROGENATION ; CARBONYL-COMPOUNDS ; LIGANDS ; RESOLUTION ; COMPLEX ; EFFICIENT ; REAGENTS ; ALCOHOLS |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000225611400005 |
| 出版者 | GEORG THIEME VERLAG KG |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2376850 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Liang, XM |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, ZA,Liang, XM,Wan, BS,et al. Facile synthesis of enantiopure 1,1 '-spirobiindane-7,7 '-diol and its 4,4 '-derivatives: application in enantioselective addition of diethylzinc to aromatic aldehydes[J]. Synthesis-stuttgart,2004(17):2805-2808. |
| APA | Li, ZA,Liang, XM,Wan, BS,&Wu, F.(2004).Facile synthesis of enantiopure 1,1 '-spirobiindane-7,7 '-diol and its 4,4 '-derivatives: application in enantioselective addition of diethylzinc to aromatic aldehydes.Synthesis-stuttgart(17),2805-2808. |
| MLA | Li, ZA,et al."Facile synthesis of enantiopure 1,1 '-spirobiindane-7,7 '-diol and its 4,4 '-derivatives: application in enantioselective addition of diethylzinc to aromatic aldehydes".Synthesis-stuttgart .17(2004):2805-2808. |
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来源：中国科学院大学
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