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Switchable Stereoselectivity: The Effects of Substituents on the D 2 ‐Symmetric Biphenyl Backbone of Phosphoramidites in Copper‐Catalyzed Asymmetric Conjugate Addition Reactions with Triethylaluminium
Author(s) -
Yu Han,
Xie Fang,
Ma Zhenni,
Liu Yangang,
Zhang Wanbin
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201101007
Subject(s) - chemistry , phosphoramidite , biphenyl , conjugate , enantioselective synthesis , catalysis , stereoselectivity , copper , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , dna , mathematical analysis , biochemistry , mathematics , oligonucleotide
A highly enantioselective copper‐catalyzed conjugate addition with triethylaluminium was developed using phosphoramidite ligands bearing a D 2 ‐symmetric biphenyl backbone. For these ligands we demonstrated that the 3,3′,5,5′‐substituents on the biphenyl backbone can completely reverse the absolute configuration of the products.