Gold(<sc>i</sc>)-catalysed cyclisation of (E)-ketene-N,O-acetals: a synthetic route toward spiro-oxazole-γ-lactones

被引：0

作者：

Kanikarapu, Suresh ^{[1
]}

Prasad, Rangu ^{[1
]}

Sethi, Manoj ^{[1
]}

Sahoo, Akhila K. ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 23期

关键词：

TETHERED YNAMIDE ACCESS; GOLD-CATALYZED SYNTHESIS; KETENE AMINALS; CYCLOISOMERIZATION; BUTYROLACTONES; DIVERSITY; COMPLEXES;

D O I：

10.1039/d4ob00551a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study, we developed a cascade 5,5-cyclisation of internal ketene-N,O-acetals utilizing homogeneous Au(i) catalysis. This process involves an initial 5-exo-dig carbocyclisation, followed by a 5-exo-dig heterocyclisation that stereoselectively incorporates the O-atom of a water molecule into an N-tethered propargyl alkyne. This sequential reaction results in the formation of one C-C, two C-O, and two C-I bonds, ultimately leading to the synthesis of spiro-alpha-iodo-gamma-lactone structures featuring oxazole rings in good yields.

引用

页码：4672 / 4679

页数：8