O tratamento de ésteres etanotiólicos com trietilsilano e paládio sobre carbono, a temperatura ambiente, fornece aldeídos. Adicionalmente, uma variedade de cetonas foram preparadas por reações de ésteres etanotiólicos com reagentes organozinco catalisados por paládio. Vários grupos funcionais, incluindo ésteres, cetonas, haletos aromáticos e aldeídos são tolarados em ambas as tarnsformações. Essas novas reações podem também ser aplicadas na síntese de derivados α-amino aldeídicos e α-amino cetônicos utilizando os correspondentes ésteres. (L)-α-amino tióis sem causar racemização. Treatment of ethanethiol esters with triethylsilane and palladium on carbon at ambient temperature furnished aldehydes. In addition, a variety of ketones have been prepared by a palladium-catalyzed reaction of ethanethiol esters with organozinc reagents. Various functional groups, including esters, ketones, aromatic halides and aldehydes, tolerate both transformation reactions. These novel reactions can also be applied to the synthesis of α-amino aldehyde and α-amino ketone derivatives using the corresponding L-α-amino thiol esters without causing racemization.
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