ICCAS OpenIR
Asymmetric allylation of aldehydes with etherification by allyltrimethylsilane promoted by chiral alcohol modified aluminum reagents
Yang, Y; Wang, D
1998-08-01
Source PublicationPHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN1042-6507
Volume139Pages:193-207
AbstractLeiws acid AlCl3 was modified by chiral alcohols, forming chiral aluminum reagents (*ROH/AlCl3). *ROH/AlCl3 was used to promote asymmetric allylation of aldehydes with etherification by allyltrimethylsilane, giving the chiral homoallylic ethers in good yields and good to excellent de (51-93%). The monoalkoxy aluminum (*RO)AlCl2 generated in situ was determined as an active and stereogenic species in one pot allylation reaction of aldehyde. The turnover of diastereoselectivity with the ratio of menthol to AlCl3 was observed. Two different hemiacetal intermediates were suggested.
KeywordAllyltrimethylsilane Asymmetric Allylation Homoallylic Ether Chiral Alcohol Chirally Modified Aluminum Reagent
Indexed BySCI
Language英语
WOS IDWOS:000171897700016
PublisherGORDON BREACH PUBLISHING, TAYLOR & FRANCIS GROUP
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/74724
Collection中国科学院化学研究所
Corresponding AuthorWang, D
AffiliationChinese Acad Sci, Inst Chem, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Yang, Y,Wang, D. Asymmetric allylation of aldehydes with etherification by allyltrimethylsilane promoted by chiral alcohol modified aluminum reagents[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS,1998,139:193-207.
APA Yang, Y,&Wang, D.(1998).Asymmetric allylation of aldehydes with etherification by allyltrimethylsilane promoted by chiral alcohol modified aluminum reagents.PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS,139,193-207.
MLA Yang, Y,et al."Asymmetric allylation of aldehydes with etherification by allyltrimethylsilane promoted by chiral alcohol modified aluminum reagents".PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS 139(1998):193-207.
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