1242096-08-7Relevant academic research and scientific papers
Iron-Catalyzed Ring-Closing C?O/C?O Metathesis of Aliphatic Ethers
Biberger, Tobias,Makai, Szabolcs,Lian, Zhong,Morandi, Bill
supporting information, p. 6940 - 6944 (2018/05/14)
Among all metathesis reactions known to date in organic chemistry, the metathesis of multiple bonds such as alkenes and alkynes has evolved into one of the most powerful methods to construct molecular complexity. In contrast, metathesis reactions involving single bonds are scarce and far less developed, particularly in the context of synthetically valuable ring-closing reactions. Herein, we report an iron-catalyzed ring-closing metathesis of aliphatic ethers for the synthesis of substituted tetrahydropyrans and tetrahydrofurans, as well as morpholines and polycyclic ethers. This transformation is enabled by a simple iron catalyst and likely proceeds via cyclic oxonium intermediates.
The Catalytic Asymmetric Mukaiyama–Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters
Gatzenmeier, Tim,Kaib, Philip S. J.,Lingnau, Julia B.,Goddard, Richard,List, Benjamin
, p. 2464 - 2468 (2018/02/06)
α,β-Unsaturated esters are readily available but challenging substrates to activate in asymmetric catalysis. We now describe an efficient, general, and highly enantioselective Mukaiyama–Michael reaction of silyl ketene acetals with α,β-unsaturated methyl esters that is catalyzed by a silylium imidodiphosphorimidate (IDPi) Lewis acid.
First sequential Mukaiyama-Michael reaction/crossed-Claisen condensation using two molar ketene silyl acetals and one molar α,β-unsaturated esters promoted by a NaOH catalyst
Tamagaki, Hiroaki,Nawate, Yuuya,Nagase, Ryohei,Tanabe, Yoo
supporting information; experimental part, p. 5930 - 5932 (2010/10/21)
The NaOH-catalyzed first sequential Mukaiyama-Michael reaction/crossed- Claisen condensation is developed using two molar ketene silyl acetals and one molar α,β-unsaturated esters in either a stepwise or one-pot manner.
