Synthesis and reactions of enantiomerically pure chloromethyl oxiranes

被引：6

作者：

Abrate, F ^{[1
]}

Bravo, P ^{[1
]}

Frigerio, M ^{[1
]}

Viani, F ^{[1
]}

Zanda, M ^{[1
]}

机构：

[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20131 MILAN,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 02期

关键词：

D O I：

10.1016/0957-4166(96)00042-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactivities of 1-chloro-3-p-tolylsufinyl acetone (RS)-1 towards diazomethane and of the resulting diastereoisomeric 1-chloromethyl-1-sulfinylmethyl oxiranes 2 towards O-, N- and C-centred nucleophiles are investigated. The synthesis of differently functionalized homochiral chlorinated sulphur-free oxiranes (R)-15, (S)-16 and (R)-17 has been accomplished in good chemical yields.

引用

页码：581 / 594

页数：14

共 49 条

[1]

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[2] SYNTHESIS OF FLUORINATED CHIRONS - STEREOSELECTIVE OXIRANE FORMATION BY REACTION OF DIAZOMETHANE ON 1-FLUORO-3-ARYLSULFINYL-2-PROPANONE AND RING-OPENING BY SELECTED NUCLEOPHILES [J].