Enantioselective reductive coupling of alkynes and α-keto aldehydes via rhodium-catalyzed hydrogenation:: An approach to bryostatin substructures
Enantioselective reductive coupling of alkynes and α-keto aldehydes via rhodium-catalyzed hydrogenation:: An approach to bryostatin substructures
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DOI：
10.1021/ol052976s
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发表时间：
2006-03-02
期刊：
影响因子：
5.2
通讯作者：
Krische, MJ
中科院分区：
文献类型：
--
作者：
Cho, CW;Krische, MJ
氢介导的乙二醛2和1，3-烯炔3的还原偶联以70%的产率和91%的对映体过量提供（X）-羟基酮4。值得注意的是，4的苄醚和二烯侧链在氢介导的偶联条件下保持完整。在四个步骤中，α-羟基酮4转化为吡喃8和9，其体现了苔藓抑素识别结构域的关键结构特征。
Hydrogen-mediated reductive coupling of glyoxal 2 and 1,3-enyne 3 provides (x-hydroxy ketone 4 in 70% yield and 91% enantiomeric excess. Notably, the benzylic ether and diene side chain of 4 remain intact under the conditions of hydrogen-mediated coupling. In four steps, alpha-hydroxy ketone 4 is converted to pyrans 8 and 9, which embody key structural features of the bryostatin recognition domain.