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A convenient resolution method for 1,1 '-bi-2-naphthol and 4,4 '-dibromo-1,1 '-spirobiindane-7,7 '-diol with menthyl chloroformate in the presence of TBAB
Li, Z; Liang, XM; Wu, F; Wan, BS
刊名TETRAHEDRON-ASYMMETRY
2004-02-23
DOI10.1016/j.tetasy.2003.12.041
15期:4页:665-669
收录类别SCI ; CCR
文章类型Article
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Inorganic & Nuclear ; Chemistry, Organic ; Chemistry, Physical
研究领域[WOS]Chemistry
关键词[WOS]CYCLIC BORATE ESTER ; CHIRAL SPIRO PHOSPHORAMIDITES ; HOST-GUEST COMPLEXATION ; OPTICAL RESOLUTION ; ASYMMETRIC HYDROGENATION ; EFFICIENT METHOD ; 2,2'-DIHYDROXY-1,1'-BINAPHTHYL ; LIGANDS ; 1,1-BI-2-NAPHTHOL ; ENANTIOMERS
英文摘要A convenient resolution method for 1,1'-bi-2-naphthol and 4,4'-dibromo-1,1'-spirobiindane-7,7'-diol has been developed with crude (-)-menthyl chloroformate as the resolution reagent in the presence of tetrabutylammonium bromide acting as a phase transfer catalyst in an aqueous NaOH/CH2Cl2 two phase solution. The deprotection of the hydroxy group was carried out via an aqueous KOH/EtOH solution. Both enantiomers of 1,1'-bi-2-naphthol and 4,4'-dibromo-1,1'-spirobiindane-7,7'-diol were obtained in high yields. Both ee's of (S)-(+) and (R)-(-)-4,4'-dibromo-1,1'-spirobiindane-7,7'-dioI were above 99%. Most of the (-)-menthol could be easily recovered in a deprotection procedure and thus be reused for the formation of (-)-menthyl chloroformate without further purification. (C) 2004 Elsevier Ltd. All rights reserved.
语种英语
WOS记录号WOS:000189116300013
引用统计
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/138411
专题中国科学院大连化学物理研究所
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
推荐引用方式
GB/T 7714
Li, Z,Liang, XM,Wu, F,et al. A convenient resolution method for 1,1 '-bi-2-naphthol and 4,4 '-dibromo-1,1 '-spirobiindane-7,7 '-diol with menthyl chloroformate in the presence of TBAB[J]. TETRAHEDRON-ASYMMETRY,2004,15(4):665-669.
APA Li, Z,Liang, XM,Wu, F,&Wan, BS.(2004).A convenient resolution method for 1,1 '-bi-2-naphthol and 4,4 '-dibromo-1,1 '-spirobiindane-7,7 '-diol with menthyl chloroformate in the presence of TBAB.TETRAHEDRON-ASYMMETRY,15(4),665-669.
MLA Li, Z,et al."A convenient resolution method for 1,1 '-bi-2-naphthol and 4,4 '-dibromo-1,1 '-spirobiindane-7,7 '-diol with menthyl chloroformate in the presence of TBAB".TETRAHEDRON-ASYMMETRY 15.4(2004):665-669.
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