One-Pot High-Yielding Synthesis of the DPP4-Selective Inhibitor ABT-341 by a Four-Component Coupling Mediated by a Diphenylprolinol Silyl Ether
One-Pot High-Yielding Synthesis of the DPP4-Selective Inhibitor ABT-341 by a Four-Component Coupling Mediated by a Diphenylprolinol Silyl Ether
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DOI：
10.1002/anie.201006204
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发表时间：
2011-01-01
影响因子：
16.6
通讯作者：
Hayashi, Yujiro
中科院分区：
文献类型：
--
作者：
Ishikawa, Hayato;Honma, Masakazu;Hayashi, Yujiro
A dream come true: ABT-341 was synthesized in high yield with excellent diastereo-and enantioselectivity in a one-pot process mediated by a diphenylprolinol silyl ether (see scheme; TMS= trimethylsilyl). Thus, an asymmetric Michael reaction, a domino Michael/Horner-Wadsworth-Emmons reaction combined with a retro-aldol reaction, base-catalyzed isomerization, amide-bond formation, and reduction of the nitro group all took place in a single flask.
