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Nucleophilic addition of pentadienyltin reagent toward N-(4-methoxyphenylsulfinyl)-imine was effectively accelerated by the use of InCl3 or TMSOTf as a Lewis acid. The former afforded the γ-adduct with high stereoselectivity, while the latter gave the ε-adduct with moderate stereoselectivity, depending on the reaction mechanisms.
Addition of 5-substituted tetrazoles to dimethyl [(N,N-diisopropylamino)ethynyl]phosphonate proceeds regio- and stereoselectively to yield (Z)-[2-diisopropylamino-2-(tetrazolyl)vinyl]phosphonic acid dimethyl esters. The Z-configuration of the products was confirmed by 1 Н NMR spectroscopy and single-crystal X-ray diffraction. The reactions occur via nucleophilic attack of tetrazole involving...
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