DIASTEREOSELECTIVE 1,6-ADDITION REACTIONS OF ORGANOCUPRATES TO CHIRAL 5-ALKYNYLIDENE-1,3-DIOXAN-4-ONES

被引：12

作者：

HANDKE, G ^{[1
]}

KRAUSE, N ^{[1
]}

机构：

[1] TH DARMSTADT,INST ORGAN CHEM,PETERSENSTR 22,D-64287 DARMSTADT,GERMANY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)61721-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,6-Addition reactions of organocuprates to 5-alkynylidene-1,3-dioxan-4-ones 1-4 and regioselective protonation with pivalic acid furnished allenic dioxanones 5-12 with diastereoselectivities of up to 94:6. Adduct 5a/b (ds = 80:20) was converted into chiral non-racemic vinylallene 13 (60% ee).

引用

页码：6037 / 6040

页数：4

共 22 条

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