ENANTIOSELECTIVE OXIDATION OF THIOETHERS .7. SYNTHESIS OF TRANS-2-N,N-DIALKYLACETAMIDE-1,3-DITHIOLANES-S-OXIDE AND THEIR USE IN ASYMMETRIC ALDOL-TYPE REACTIONS

被引：20

作者：

CORICH, M ^{[1
]}

DIFURIA, F ^{[1
]}

LICINI, G ^{[1
]}

MODENA, G ^{[1
]}

机构：

[1] UNIV PADUA,DIPARTIMENTO CHIM ORGAN,CNR,CTR MECCANISMI REAZ ORGAN,VIA MARZOLO 1,I-35131 PADUA,ITALY

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 21期

关键词：

ENANTIOSELECTIVE OXIDATION; ASYMMETRIC ALDOL-TYPE ADDITION; TRANS-(-)-2-N,N-DIETHYLACETAMIDE-1,3-DITHIOLANE-S-OXIDE;

D O I：

10.1016/S0040-4039(00)79595-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(-)-trans-2-N,N-dialkylacetamide-1,3-dithiolanes-S-oxide 2 have been obtained in high d.e. (> 99:1) and ee. (up to 94%, > 98% after crystallization) by enantioselective oxidation [Ti(i-Pro)4, (+)-DET, t-BuOOH]. The aldol-type addition of the magnesium enolate of the N,N-diethyl derivative (-)-2b to iso-butyraldehyde afforded good chemical yields of a single diastereomer.

引用

页码：3043 / 3044

页数：2

共 11 条

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