Journal of the American Chemical Society p. 17011 - 17014 (2017)
Update date:2022-08-04
Topics:
Gui, Yong-Yuan
Hu, Naifu
Chen, Xiao-Wang
Liao, Li-Li
Ju, Tao
Ye, Jian-Heng
Zhang, Zhen
Li, Jing
Yu, Da-Gang
Herein, we report a highly regio- and enantioselective copper-catalyzed reductive hydroxymethylation of styrenes and 1,3-dienes with 1 atm of CO2. Diverse important chiral homobenzylic alcohols were readily prepared from styrenes. Moreover, a variety of 1,3-dienes also were converted to chiral homoallylic alcohols with high yields and excellent regio-, enantio-, and Z/E-selectivities. The utility of this transformation was demonstrated by a broad range of styrenes and 1,3-dienes, facile product modification, and synthesis of bioactive compounds (R)-(-)-curcumene and (S)-(+)-ibuprofen. Mechanistic studies demonstrated the carboxylation of phenylethylcopper complexes with CO2 as one key step.
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