A versatile strategy for the synthesis of 2,6-disubstituted dihydropyranones.

A versatile strategy for the synthesis of 2,6-disubstituted dihydropyranones.
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DOI:
10.1002/chin.200740135
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发表时间:
2007-04
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Hua Wang;B. J. Shuhler;M. Xian
Hua Wang;B. J. Shuhler;M. Xian
中科院分区:
其他
文献类型:
--
作者:
Hua Wang;B. J. Shuhler;M. Xian

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报道了2,6-二取代二氢吡喃酮的合成方法。该序列基于Smith三组分二噻烷关键偶联策略。通过简单地切换关键偶联步骤中的环氧化物加成顺序,从相同的起始原料以良好的产率制备了两种类似的二氢吡喃酮。该序列允许R(1)和R(2)基团的性质具有相当大的灵活性,这有利于制备各种各样的2,6-二取代的二氢吡喃酮。
A concise synthesis of 2,6-disubstituted dihydropyranones was developed. This sequence is based on the Smith three-component dithiane linchpin coupling strategy. By simply switching the order of epoxide addition in the linchpin coupling step, two analogous dihydropyranones were prepared in good yield from the same starting materials. This sequence allows for considerable flexibility in the nature of R(1) and R(2) groups, which facilitates the preparation of a diverse array of 2,6-disubstituted dihydropyranones.