Neighboring Lithium-Assisted [1,2]-Wittig Rearrangement: Practical Access to Diarylmethanol-Based 1,4-Diols and Optically Active BINOL Derivatives with Axial and sp3-Central Chirality | |
Department | OSSO国家重点实验室 |
Gao G(高广); Gu FL(顾锋雷); Jiang JX(蒋剑雄); Jiang KZ(蒋可志); Sheng CJ(盛春荠); Lai GQ(来国桥); Xu LW(徐利文); Xu LW(徐利文) | |
2011 | |
Source Publication | Chem. Eur. J. |
ISSN | 0947-6539 |
Volume | 17Pages:2698-2703 |
Abstract | A facile and practical methodology for the synthesis of synthetically useful diarylmethanol-based 1,4- diols and enantiomerically pure BINOL-derived diols with axial and sp3-central chirality has been developed through neighboring lithium-promoted [1,2]-Wittig rearrangement. The chirality transfer process shows a broad substrate scope in terms of the aromatic ether substituent, which allows access to a broad of range of chiral 1,1’-binaphthalene- 2-a-arylACHTUNGTRENUNGmethanol-2’-ols with excellent enantioselectivities (>99% enantiomeric excess) and yields (84–96%). This should be considered as an available and attractACHTUNGTRENUNGive chiral source to design and prepare privileged ligands or catalysts. |
Keyword | Asymmetric Synthesis Chirality Chirality Transfer Diols Wittig Rearrangement |
Subject Area | 物理化学 |
Funding Organization | the National Natural Science Foundation of China (NSFC, No. 20973051);Zhejiang Provincial Natural Science Foundation of China (Y4090139) |
Indexed By | SCI |
Language | 英语 |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/3780 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Xu LW(徐利文) |
Recommended Citation GB/T 7714 | Gao G,Gu FL,Jiang JX,et al. Neighboring Lithium-Assisted [1,2]-Wittig Rearrangement: Practical Access to Diarylmethanol-Based 1,4-Diols and Optically Active BINOL Derivatives with Axial and sp3-Central Chirality[J]. Chem. Eur. J.,2011,17:2698-2703. |
APA | Gao G.,Gu FL.,Jiang JX.,Jiang KZ.,Sheng CJ.,...&徐利文.(2011).Neighboring Lithium-Assisted [1,2]-Wittig Rearrangement: Practical Access to Diarylmethanol-Based 1,4-Diols and Optically Active BINOL Derivatives with Axial and sp3-Central Chirality.Chem. Eur. J.,17,2698-2703. |
MLA | Gao G,et al."Neighboring Lithium-Assisted [1,2]-Wittig Rearrangement: Practical Access to Diarylmethanol-Based 1,4-Diols and Optically Active BINOL Derivatives with Axial and sp3-Central Chirality".Chem. Eur. J. 17(2011):2698-2703. |
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