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- Title
Remarkable Enhancement of Enantioselectivity in the Asymmetric Conjugate Addition of Dimethylzinc to ( Z)-Nitroalkenes with a Catalytic [(MeCN)<sub>4</sub>Cu]PF<sub>6</sub>-Hoveyda Ligand Complex.
- Authors
Zeng, Xingzhong; Gao, Joe J.; Song, Jinhua J.; Ma, Shengli; Desrosiers, Jean ‐ Nicolas; Mulder, Jason A.; Rodriguez, Sonia; Herbage, Melissa A.; Haddad, Nizar; Qu, Bo; Fandrick, Keith R.; Grinberg, Nelu; Lee, Heewon; Wei, Xudong; Yee, Nathan K.; Senanayake, Chris H.
- Abstract
An enantioselective copper-catalyzed asymmetric conjugate addition of Me2Zn to (Z)-nitroalkenes led to the formation of all-carbon quaternary stereogenic centers with high stereoselectivity. The key features of the new method are the unprecedented use of [(MeCN)4Cu]PF6 in conjunction with the Hoveyda ligand L1 and the use of (Z)-nitroalkene substrates so that undesired nitroalkene isomerization is minimized and enantioselectivity is enhanced dramatically. We also describe a novel, practical, and highly (Z)-selective nitroalkene synthesis.
- Subjects
DIMETHYLZINC; NITROALKENES; LIGAND binding (Biochemistry); BIOCHEMISTRY; ALKENES
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 45, p12349
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201406247