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J-GLOBAL ID：200902183565249389   Reference number：01A0317298

Magnesium Bromide Diethyl Etherate Mediated Highly Diastereoselective Aldol Reaction between an Aldehyde and a Silyl Enol Ether.

マグネシウムブロミドジエチルエーテラート介在アルデヒドとシリルエノールエーテル間の高ジアステレオ選択的アルドール反応

Author (3)： FUJISAWA H (Sci. Univ. Tokyo, Tokyo) ,  SASAKI Y (Sci. Univ. Tokyo, Tokyo) ,  MUKAIYAMA T (Sci. Univ. Tokyo, Tokyo)
Material： Chemistry Letters  (Chem Lett)
Issue： 3  Page： 190-191  Publication year： Mar. 05, 2001 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,...
Semi thesaurus term： Aldol condensation

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JST classification (3)： Organosilicon compounds  (CF08030C) ,  Aliphatic aldehydes  (CF03180F) ,  Stereochemistry of organic reaction  (CF02130V)

Substance index (11)： Diethyl ether ,  1-(Trimethylsiloxy)-1-methoxy-2-(benzyloxy)ethene ,  (3R,4S)-2,2-Dimethyl-3-(4-methoxybenzyloxy)-4-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal ,  (2R,3R,5R,6S)-2,6-Bis(benzyloxy)-3-hydroxy-4,4-dimethyl-5-(4-methoxybenzyloxy)-7-(tert-butyldimethylsiloxy)heptanoic acid methyl ester ,  (2R,3R,5R,6S)-4,4-Dimethyl-5-(4-methoxybenzyloxy)-2,6-bis(benzyloxy)-3-(trimethylsiloxy)-7-(tert-butyldimethylsiloxy)heptanoic acid methyl ester ,  (2S,3R,5R,6S)-4,4-Dimethyl-5-(4-methoxybenzyloxy)-2,6-bis(benzyloxy)-3-hydroxy-7-(tert-butyldimethylsiloxy)heptanoic acid methyl ester ,  (S)-2-(Benzyloxy)propanal ,  (2S,3R,4S)-2,4-Bis(benzyloxy)-3-hydroxypentanoic acid methyl ester ,  (2R,3R,4S)-2,4-Bis(benzyloxy)-3-hydroxypentanoic acid methyl ester ,  (2S,3S,4S)-2,4-Bis(benzyloxy)-3-hydroxypentanoic acid methyl ester ,  (2R,3S,4S)-2,4-Bis(benzyloxy)-3-hydroxypentanoic acid methyl ester

Reference (20)：

• 1) W. H. Pearson and M. C. Cheng, J. Org. Chem., 52, 3176 (1987);
•  T. Mukaiyama, H. Uchiro, I. Shiina, and S. Kobayashi, Chem. Lett., 1990, 1019;
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•  T. K. Jones, S. G. Mills, R. A. Reamer, D. Askin, R. Desmond, R. P. Volante, and I. Shinkai, J. Am. Chem. Soc., 111, 1157 (1989).

Terms in the title (4)： アルデヒド ,  シリルエノールエーテル ,  ジアステレオ選択 ,  アルドール反応