期刊
AUSTRALIAN JOURNAL OF CHEMISTRY
卷 64, 期 11, 页码 1447-1453出版社
CSIRO PUBLISHING
DOI: 10.1071/CH11225
关键词
-
资金
- Ministry of Education, Culture, Sports, Science, and Technology, Japan [B01]
Rhodium-catalyzed enantioselective 1,2-additions of arylboronic acids to N-tosyl furanylimine and lithium 5-methyl-2-furanyltriolborate to N-tosyl arylimines giving aryl(2-furanyl)methanamines were developed for enantioselective synthesis of arylglycines by ozonolysis of the furyl ring. A chiral N-linked C-2-symmetric bidentate phosphoramidite (N-Me-BIPAM) achieved high enantioselectivities up to 99% ee. For the direct synthesis of arylglycines, the asymmetric addition of arylboronic acids to ethyl N-p-methoxyphenyl iminoester was carried out at 80 degrees C in dioxane in the presence of Rh(acac)(C2H4)(2)/(R,R)-N-Me-BIPAM. The reaction gave optically active arylglycines in up to 99% ee.
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