Analysis of the reactivity of the dithioacetal mono-S-oxide 1-deoxy-1-ethylsulfinyl-1-ethylthio-3,4-O-isopropylidene-D-erythritol under different conditions of reduction

被引:5
作者
ArroyoGomez, Y [1 ]
LopezSastre, JA [1 ]
RodriguezAmo, JF [1 ]
SanzTejedor, MA [1 ]
机构
[1] UNIV VALLADOLID,DEPT QUIM ORGAN,INST INVEST & DESARROLLO TECNOL IND,E-47011 VALLADOLID,SPAIN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 24期
关键词
D O I
10.1039/p19960002933
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chemistry of dithioacetal mono-S-oxides has not been studied very frequently. Their usual chemistry aims at recovering the carbonyl function by a sequence of reduction and hydrolysis. The results of the transformation of the dithioacetal mono-S-oxides of 1-deoxy-1-ethylsulfinyl-1-ethylthio-3,4-O-isopropylidene-D-erythritol, 2, under different reduction conditions, are reported in this paper. We also report how the coexistence of functional groups influences the resulting products. Hence, reductions with LiAlH4, Ph(3)P, (Me(2)N)(3)P, (CF3CO)(2)O-NaI and AcONa-Ac2O under Pummerer-type rearrangements have been studied.
引用
收藏
页码:2933 / 2936
页数:4
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