Enantioselective synthesis of C-linked spiroacetal-triazoles as privileged natural product-like scaffolds

被引：4

作者：

Kueh, Jui Thiang Brian ^{[1
]}

Choi, Ka Wai ^{[1
]}

Brimble, Margaret A. ^{[1
]}

机构：

[1] Univ Auckland, Sch Chem Sci, Auckland 1, New Zealand

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 30期

关键词：

CLICK CHEMISTRY; TERMINAL ALKYNES; MONOBENZANNULATED SPIROKETALS; ASYMMETRIC REDUCTIONS; KINETIC RESOLUTION; CONVENIENT METHOD; ALCOHOLS; AGENTS; CYCLOADDITION; DERIVATIVES;

D O I：

10.1039/c2ob06802h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselective synthesis of novel C-linked spiroacetal-triazoles 10 is reported. The key step involves reaction of acetylenic spiroacetal 11 with several azides by the Copper-Catalysed Azide-Alkyne Cycloaddition (CuAAC). The biologically privileged spiroacetal scaffold 11 was prepared from silyl-protected Weinreb amide 19 using several reliable Grignard additions and a highly diastereoselective enzymatic kinetic resolution.

引用

页码：5993 / 6002

页数：10

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