Engineering acyclic alkyl aryl ketones for enantioselective Norrish/Yang type II photochemistry in the crystalline state
Engineering acyclic alkyl aryl ketones for enantioselective Norrish/Yang type II photochemistry in the crystalline state
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DOI：
10.1039/b601903j
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发表时间：
2006-06
期刊：
影响因子：
3.1
通讯作者：
W. Xia;C. Yang;J. Scheffer;B. Patrick
中科院分区：
文献类型：
--
作者：
W. Xia;C. Yang;J. Scheffer;B. Patrick
While most alkyl aryl ketones fail to undergo the Norrish/Yang type II photoreaction in the solid state because they crystallize in conformations unfavorable for γ-hydrogen atom abstraction, it was found with the aid of molecular mechanics that such is not the case for the 2-ethyl-1-arylbutan-1-one system; subsequent application of the solid state ionic chiral auxiliary method of asymmetric synthesis to derivatives of this ketone afforded the corresponding Yang cyclobutanol in enantiomeric excesses as high as 92% at 91% conversion.
