1,6-asymmetric induction in boron-mediated aldol reactions: Application to a practical total synthesis of (+)-discodermolide
1,6-asymmetric induction in boron-mediated aldol reactions: Application to a practical total synthesis of (+)-discodermolide
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DOI：
10.1021/ol0270780
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发表时间：
2003-01-09
期刊：
影响因子：
5.2
通讯作者：
Sereinig, N
中科院分区：
文献类型：
--
作者：
Paterson, I;Delgado, O;Sereinig, N
By relying solely on substrate-based stereocontrol, a practical total synthesis of the microtubule-stabilizing anticancer agent (+)-discodermolide has been realized. This exploits a novel aldol bond construction with 1,6-stereoinduction from the boron enolate of (Z)-enone 3 in addition to aldehyde 2. The 1,3-diol 7 is employed as a common building block for the C-1-C-5, C-9-C-16, and C-17-C-24 subunits.
