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ChemInform Abstract: Mixed La-Li Heterobimetallic Complexes for Tertiary Nitroaldol Resolution

Authors :
Keiichi Hara
Noriyuki Yamagiwa
Shin Ya Tosaki
Shigeki Matsunaga
Hiroyuki Morimoto
Masakatsu Shibasaki
Vijay Gnanadesikan
Mari Sugita
Shinji Harada
Source :
ChemInform. 40
Publication Year :
2009
Publisher :
Wiley, 2009.

Abstract

Full details of the kinetic resolution of tertiary nitroaldols derived from simple ketones are described. Mixed BINOL/biphenol La–Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. Using a 2:1 mixture of La–Li3-(binaphthoxide 1a)3 complex (LLB) and La–Li3-(biphenoxide 1e)3 complex, chiral tertiary nitroaldols were obtained in 80–97% ee and 30–47% recovery yield. Transformations of products were also investigated.

Details

ISSN :
15222667 and 09317597
Volume :
40
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........434e47551989968727896524ab04e7e1
Full Text :
https://doi.org/10.1002/chin.200944051