AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2H-chromenes

被引:0
|
作者
Vinodkumar, Ramavath [1 ,2 ]
Nakate, Ashwini K. [1 ,2 ]
Krishna, Gamidi Rama [2 ,3 ]
Kontham, Ravindar [1 ,2 ]
机构
[1] Natl Chem Lab, Organ Chem Div, CSIR, Dr Homi Bhabha Rd, Pune 411008, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] Natl Chem Lab, Ctr Mat Characterizat, CSIR, Dr Homi Bhabha Rd, Pune 411008, India
关键词
D O I
10.1039/d4cc05546b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the unprecedented diastereoselective synthesis of novel [6,6,6]-trioxa-fused ketals via AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols (with primary or secondary hydroxyl groups) and aldehydes through a [2+2+1+1] pathway. In contrast, 5-hexyn-1-ols with tertiary hydroxyl groups yield hexahydro-2H-chromenes via a [3+1+1+1] pathway.
引用
收藏
页码:973 / 976
页数:4
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