New improved reagents for the asymmetric allylation of ketones

The synthesis of new 1,2-aminoalcohol derivatives 1b-d and 8a-h and their application in the stereoselective allylation of ethyl methyl ketone is described. The best results were obtained with the biphenyl derivative 8f, allowing the synthesis of tert-homoallylic ether 9f and 10f with a selectivity...

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Bibliographic Details
Published inSynlett no. 5; pp. 471 - 473
Main Authors Tietze, LF, Wegner, C, Wulff, C
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.05.1996
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALLYLBORATION
homoallylic alcohol
HOMOALLYLIC ALCOHOLS
ALDEHYDES
ephedrin
TMSOTf
allylation
allylsilane
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Summary:The synthesis of new 1,2-aminoalcohol derivatives 1b-d and 8a-h and their application in the stereoselective allylation of ethyl methyl ketone is described. The best results were obtained with the biphenyl derivative 8f, allowing the synthesis of tert-homoallylic ether 9f and 10f with a selectivity of 18:1.
ISSN:0936-5214
DOI:10.1055/s-1996-5450