DIASTEREOSELECTIVE ALPHA-ALKYLATION OF 2-ACYL-3-PHENYL-L-MENTHOPYRAZOLES

被引：35

作者：

KASHIMA, C

FUKUCHI, I

HOSOMI, A

机构：

[1] Department of Chemistry, University of Tsukuba, Tsukuba

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 25期

关键词：

D O I：

10.1021/jo00104a045

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Acylpyrazoles were alpha-alkylated in good yields by the treatment with alkyl halides after metalation with LDA or LiHMDS, In the case of chiral N-acylpyrazoles, e.g., 2-acyl-3-phenyl-l-menthopyrazoles (4), the alpha-alkylation was highly diastereoselective. The subsequent alpha-alkylation products could be converted into esters in good yield in the presence of BF3.OEt(2) without the loss of the optical purity.

引用

页码：7821 / 7824

页数：4

共 12 条

[1] ASYMMETRIC BORON-CATALYZED REACTIONS [J].