51368-03-7Relevant articles and documents
Analysis of enantiofacial selective epoxidation catalyzed by flavin-containing monooxygenase Lsd18 involved in ionophore polyether lasalocid biosynthesis
Suzuki, Gaku,Minami, Atsushi,Shimaya, Mayu,Kodama, Takeshi,Morimoto, Yoshiki,Oguri, Hiroki,Oikawa, Hideaki
, p. 1779 - 1781 (2014)
Enzymatic epoxidation represents a key biosynthetic transformation in the construction of polyether skeletons. A single flavin-containing monooxygenase, Lsd18, is involved in ionophore polyether lasalocid biosynthesis and participates in the enantioselective epoxidations of the diene precursor. Biotransformation studies utilizing structurally simplified monoolefin analogs with different substitution patterns revealed important structural requirements for the enantiofacial selectivity of Lsd18-catalyzed epoxidations. These results enabled us to propose a substrate binding model of Lsd18, which was applied to the biosynthesis of other polyethers.
Pd(0)-catalyzed oxy- and aminoalkynylation of olefins for the synthesis of tetrahydrofurans and pyrrolidines
Nicolai, Stefano,Waser, Jerome
supporting information; experimental part, p. 6324 - 6327 (2012/01/13)
The first Pd(0)-catalyzed intramolecular oxy- and aminoalkynylation of nonactivated olefins is reported. The reaction gives access to important tetrahydrofuran and pyrrolidine heterocycles with high diastereoselectivity. The unique synthetic potential of acetylenes is further exploited to access key building blocks for the synthesis of bioactive natural products.