Enantioselective Mukaiyama-Michael with 2-enoyl pyridine N-oxides catalyzed by PYBOX-DIPH-Zn(II)-complexes at ambient temperature.
Enantioselective Mukaiyama-Michael with 2-enoyl pyridine N-oxides catalyzed by PYBOX-DIPH-Zn(II)-complexes at ambient temperature.
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DOI：
10.1039/c3ob40445e
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发表时间：
2013-06
影响因子：
3.2
通讯作者：
S. Rout;Sumit Ray;V. Singh
中科院分区：
文献类型：
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作者：
S. Rout;Sumit Ray;V. Singh
研究了手性PYBOX-DIPH-Zn（II）催化的无环硅烯醇醚与2-烯酰基吡啶N-氧化物的不对称选择性Mukaiyama-Michael反应。该方法提供了直接获得各种官能化的手性1，5-二羰基化合物，这可以很容易地通过水解，然后环化合成可行的吡喃酮。过渡态模型已被提出来解释立体化学的结果。
A chiral PYBOX-DIPH-Zn(II) catalyzed enantioselective Mukaiyama-Michael reaction of acyclic silyl enol ethers with 2-enoylpyridine N-oxides has been studied in external additive free conditions at ambient temperature. The methodology offers straightforward access to a variety of functionalized chiral 1,5-dicarbonyl compounds, which could easily be elaborated into synthetically viable pyrones via hydrolysis followed by cyclization. A transition state model has been proposed to explain the stereochemical outcome.