67180-08-9Relevant articles and documents
Diastereoselective Copper-Mediated Cross-Couplings between Stereodefined Secondary Alkylcoppers with Bromoalkynes
Skotnitzki, Juri,Morozova, Varvara,Knochel, Paul
supporting information, p. 2365 - 2368 (2018/04/30)
A copper(I)-mediated cross-coupling of stereodefined secondary alkyllithiums with bromoalkynes provided stereodefined alkynes with high diastereoselectivity (dr up to 98:2). This cross-coupling was extended to various secondary alkyllithiums bearing a remote oxygen functionality, and the alkyne synthesis was also performed with optically enriched alkyl iodides (up to 99% ee) providing, after cross-coupling, alkynes bearing two stereocenters (dr = 93:7; up to 99% ee).
Multi-enzyme cascade synthesis of the most odorous stereoisomers of the commercial odorant Muguesia
Brenna, Elisabetta,Crotti, Michele,Gatti, Francesco G.,Monti, Daniela,Parmeggiani, Fabio,Pugliese, Andrea,Santangelo, Sara
, p. 37 - 41 (2015/04/14)
The most odorous stereoisomers of the chiral commercial fragrance Muguesia are prepared by a very effective linear biocatalysed cascade reaction, in which a suitable unsaturated ketone is submitted to the sequential action of two enzymes, an ene-reductase and an alcohol dehydrogenase, which are added together to the same reaction vessel with the cofactor regeneration system. Two stereogenic centres in 1,2 relative position are thus created under high stereochemical control by a two-step one-pot enzymatic procedure.
N-heterocyclic carbene-catalyzed hydrosilylation of styryl and propargylic alcohols with dihydrosilanes
Zhao, Qiwu,Curran, Dennis P.,Malacria, Max,Fensterbank, Louis,Goddard, Jean-Philippe,Lacote, Emmanuel
supporting information; experimental part, p. 9911 - 9914 (2011/10/05)
Reducing alkenes to tears: Addition of structurally diverse N-heterocyclic carbenes (NHCs) to silicon allows the reduction of propargylic and styryl alcohols through an organocatalyzed silylation/direct hydride transfer tandem reaction (see scheme). Catalytic turnover is enabled by the switch to and from hypervalent silicon. This provides a new synthetic application of NHC-main group element complexes. Copyright