HIGHLY DIASTEREOSELECTIVE REDUCTION AND ADDITION OF NUCLEOPHILES TO BINAPHTHOL-PROTECTED ARYLGLYOXALS

被引:22
作者
MAGLIOLI, P
DELUCCHI, O
DELOGU, G
VALLE, G
机构
[1] UNIV SASSARI,DIPARTIMENTO CHIM,I-07100 SASSARI,ITALY
[2] CNR,IST APPLICAZ TECN CHIM AVANZATE PROBLEMI AGROBIOL,I-07100 SASSARI,ITALY
[3] CNR,CTR STUDI BIOPOLIMERI,I-35131 PADUA,ITALY
关键词
ALPHA-KETOACETALS; 1,1'-BINAPHTHALENE-2,2'-DIOL; DIASTEREOSELECTIVE REDUCTION; DIASTEREOSELECTIVE NUCLEOPHILE ADDITION;
D O I
10.1016/S0957-4166(00)80276-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Arylglyoxals, protected at the aldehyde function with 1,1'-binaphthalene-2,2'-diol, are readily prepared by direct nucleophilic substitution of binaphthol-sodium salt on dibromoacetophenone and react highly diastereoselectively with lithium aluminium hydride and Grignard reagents to afford protected atrolactaldehyde and related compounds in high yield.
引用
收藏
页码:365 / 366
页数:2
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