AN EFFICIENT AND CONVENIENT METHOD FOR THE ASYMMETRIC ALLYLATION OF ALDEHYDES WITH ALLYLTRIMETHYLSILANE CATALYZED BY DIPHENYLBORYL TRIFLATE

被引:51
作者
MUKAIYAMA, T
OHSHIMA, M
MIYOSHI, N
机构
关键词
D O I
10.1246/cl.1987.1121
中图分类号
O6 [化学];
学科分类号
0703 ;
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页码:1121 / 1124
页数:4
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共 28 条
[1]   ASYMMETRIC-SYNTHESIS VIA ACETAL TEMPLATES .3. ON THE STEREOCHEMISTRY OBSERVED IN THE CYCLIZATION OF CHIRAL ACETALS OF POLYOLEFINIC ALDEHYDES - FORMATION OF OPTICALLY-ACTIVE HOMOALLYLIC ALCOHOLS [J].
BARTLETT, PA ;
JOHNSON, WS ;
ELLIOTT, JD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (07) :2088-2089
[2]   ENANTIOSELECTIVE SYNTHESIS OF HOMO-ALLYLIC ALCOHOLS FROM CHIRAL ALLYLIC TIN(IV) (+)-DIETHYL TARTRATE COMPLEXES AND ALDEHYDES [J].
BOLDRINI, GP ;
TAGLIAVINI, E ;
TROMBINI, C ;
UMANIRONCHI, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (09) :685-686
[3]   B-ALLYLDIISOPINOCAMPHEYLBORANE - A REMARKABLE REAGENT FOR THE DIASTEREOSELECTIVE ALLYLBORATION OF ALPHA-SUBSTITUTED CHIRAL ALDEHYDES [J].
BROWN, HC ;
BHAT, KS ;
RANDAD, RS .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (02) :319-320
[4]   C-CENTERED OPTICALLY-ACTIVE ORGANOSILANES .2. APPLICATION TO ENANTIOSELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS [J].
COPPI, L ;
MORDINI, A ;
TADDEI, M .
TETRAHEDRON LETTERS, 1987, 28 (09) :969-972
[5]   SYNTHESIS OF (2S)-2-PROPYLTHIETAN [J].
CRUMP, DR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (09) :1945-1948
[6]  
GUETTE JP, 1972, B SOC CHIM FR, P4217
[7]   OPTICALLY-ACTIVE ALLYLSILANES .4. ENANTIOSELECTIVE ALLYLATION OF ALDEHYDES WITH AN OPTICALLY-ACTIVE ALLYLSILANE [J].
HAYASHI, T ;
KONISHI, M ;
KUMADA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (02) :281-282
[8]   Investigations on the dependence of rotatory power on chemical constitution. Part XXV. Three optically active alcohols containing a phenyl group and some esters derived therefrom. [J].
Hewitt, LF ;
Kenyon, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1925, 127 :1094-1104
[9]   TRANSFER OF CHIRALITY IN THE ADDITION OF CHIRAL ALPHA-CHLOROALLYLBORONATE ESTERS TO ALDEHYDES [J].
HOFFMANN, RW ;
LANDMANN, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (06) :437-438
[10]   STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .7. OPTICALLY-ACTIVE HOMOALLYL ALCOHOLS VIA ADDITION OF CHIRAL BORONATES TO ALDEHYDES [J].
HOFFMANN, RW ;
HEROLD, T .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (01) :375-383