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Diastereodivergent Henry Reaction for the Stereoselective Construction of Nitrogen‐Containing Tetrasubstituted Carbons: Application to Total Synthesis of Manzacidins A and C
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-11-03 , DOI: 10.1002/ajoc.201700568
Takayuki Kudoh 1 , Yuya Araki 1 , Natsumi Miyoshi 1 , Mizuho Tanioka 1 , Akira Sakakura 1
Affiliation  

β,β‐Disubstituted β‐amino alcohols has been synthesized in a diastereodivergent manner from chiral secondary nitroalkanes as starting materials. In this key Henry reaction, the use of different protecting groups resulted in the diastereoselective construction of the tetrasubstituted carbon stereocenter with different configuration. Based on this methodology, a total synthesis of manzacidins A and C has been achieved.

中文翻译:

非对映异构的亨利反应用于含氮四取代碳的立体选择性构建:在全合成Manzacidins A和C中的应用

β,β-二取代的β-氨基醇是由非对映异构体以手性仲硝基链烷为原料合成的。在该关键的亨利反应中,使用不同的保护基导致具有不同构型的四取代碳立构中心的非对映选择性结构。基于该方法,已经实现了全合成的山梨酸苷A和C。
更新日期:2017-11-03
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