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Rhodium-Catalyzed Asymmetric 1,4-Addition of Heteroaryl Triolborates
X.-Q. Yu, Y. Yamamoto*, N. Miyaura*
Hokkaido University, Sapporo, Japan
25 May 2009 (online)
The authors describe a rhodium-catalyzed asymmetric 1,4-addition of pyridyl and thiophenyl triolborates to α,β-unsaturated carbonyl compounds. The scope is good for neutral and electron-rich heteroaryl triolborates and cyclic and acyclic enones. When the heteroatom is adjacent to the triolborate, only traces of product are seen except if ortho-blocking groups are present.