Mo(CO)3(NC-t-Bu)3 was found to be a suitable catalyst for the regioselective hydrostannation of several types of alkynes, giving preferentially
rise to the α-stannylated products. These products are not available under radical reaction conditions or by using other metal catalysts. This
protocol can also be applied to sensitive substrates, which cannot be hydrometalated with the commonly used palladium catalysts.
Double your pleasure: A new double‐tagging approach is validated by making eight individual stereoisomers of passifloricin through the intermediacy of a pair of four‐compound quasi‐isomeric mixtures.
Mo(CO)3(NCtBu)3 (MoBI3) was found to be a suitable catalyst for the regioselective hydrostannation of several types of alkynes, preferentially giving rise to the α‐stannylated products. These products are not available under radical reaction conditions, or by using other metal catalysts. This protocol tolerates a wide range of functional groups, and can also be applied to sensitive substrates, which cannot be hydrometallated with the commonly used palladium catalysts.
Hydrostannations of propargylic glycine esters with the new hydrostannation catalyst [Mo(CO)3(CNtBu)3] (MoBI3) gave rise to alpha-stannylated allylic esters in good yield and with high regioselectivity. The chelate Claisen rearrangements of these esters allow the syntheses of gamma,delta-unsaturated amino acids with a vinylstannane moiety in the side chain. The amino acids obtained can be further modified by cross-coupling with various types of electrophiles.
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