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题名: 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
作者: Li, Z;  Liang, XM;  Wu, F;  Wan, BS
刊名: TETRAHEDRON-ASYMMETRY
发表日期: 2004-02-23
DOI: 10.1016/j.tetasy.2003.12.041
卷: 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
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.
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
语种: 英语
WOS记录号: WOS:000189116300013
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/138411
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
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.
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