CHIRAL ORGANOMETALLIC REAGENTS .11. STEREOSELECTIVE EXCHANGE OF DIASTEREOTOPIC IODINE ATOMS BY MAGNESIUM IN 3-ALKOXY-1,1-DIIODOALKANES

被引:18
作者
HOFFMANN, RW
KUSCHE, A
机构
[1] Fachbereich Chemie, Universität Marburg, Marburg
关键词
1-IODOALKYLMAGNESIUM REAGENTS; STABILITY; CONFIGURATIONAL;
D O I
10.1002/cber.19941270721
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alpha-Iodoalkylmagnesium species were generated by reaction of 3-oxygenated 1,1-diiodoalkanes with isopropylmagnesium halides at -78-degrees-C. The resulting magnesium carbenoids were found to be configurationally stable at temperatures up to -20-degrees-C and were trapped by benzaldehyde or allyl iodide at low temperatures. Stereoselectivity on exchange of the diastereotopic iodine atoms in 3 was found to be low.
引用
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页码:1311 / 1316
页数:6
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