Synthesis of enantioenriched propargylic alcohols related to polyketide natural products. A comparison of methodologies.
Synthesis of enantioenriched propargylic alcohols related to polyketide natural products. A comparison of methodologies.
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DOI：
10.1021/ol034918h
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发表时间：
2003-08
期刊：
影响因子：
5.2
通讯作者：
J. Marshall;Matthew P. Bourbeau
中科院分区：
文献类型：
--
作者：
J. Marshall;Matthew P. Bourbeau
[反应：见正文] 研究了与聚酮化合物天然产物相关的炔丙醇合成方法的应用。野依的α-手性炔酮的不对称转移氢化被发现具有高度选择性和催化剂控制。由 Ti(O-i-Pr)(4)-BINOL 络合物催化，TMS 乙炔与 α-手性醛的加成具有非对映选择性，但依赖于底物。
[reaction: see text] Applications of methodology for the synthesis of propargylic alcohols related to polyketide natural products were examined. Noyori's asymmetric transfer hydrogenation of alpha-chiral alkynones was found to be highly selective and catalyst controlled. Additions of TMS acetylene to alpha-chiral aldehydes, catalyzed by a Ti(O-i-Pr)(4)-BINOL complex, were diastereoselective but substrate dependent.