Azetidines: New Tools for the Synthesis of Nitrogen Heterocycles

被引:106
作者
Couty, Francois [1 ]
Evano, Gwilherm [1 ]
机构
[1] Univ Versailles St Quentin Yvelines, Univ Paris, Inst Lavoisier Versailles, UMR CNRS 8180, F-78035 Versailles, France
关键词
azetidines; nitrogen heterocycles; ring expansion; ring opening; chirality; RING EXPANSION; STEREOCONTROLLED SYNTHESIS; STRAIGHTFORWARD SYNTHESIS; ROUTE; REARRANGEMENT; DERIVATIVES; ALDEHYDES; REAGENTS; ANALOGS; YLIDES;
D O I
10.1055/s-0029-1218299
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Compared to other nitrogen heterocycles such as aziridines, pyrrolidines, or piperidines, the chemistry of azetidines is Much less developed, probably because of their limited availability. In this account, recent synthetic routes to these strained heterocycles starting front readily available enantiomerically pure starting compounds will be detailed. The ring strain in these heterocycles makes them excellent candidates for nucleophilic ring-opening or ring-expansion reactions yielding higher ring systems or highly substituted acyclic amines. These useful transformations will be described in the second section of this account.
引用
收藏
页码:3053 / 3064
页数:12
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