MAGUIRE, AR;MURPHY, ME;SCHAEFFER, M;FERGUSON, G

1995

January

Tetrahedron Letters

SINGLE-STEP STEREOSPECIFIC TRANSFORMATION OF 2-PHENYLTHIO SECONDARY AMIDES INTO (Z)-3-CHLORO-2-PHENYLTHIO ACRYLAMIDES

Validated

WOS: 10 ()

ORGANIC-SYNTHESIS CYCLIZATIONS

36

467

470

alpha-Phenylthio secondary propanamides la-e are converted stereospecifically on treatment with NCS to the analogus (%)-alpha-phenylthio-beta-chloro propenamides 2a-e. Extension to longer chain secondary amide derivatives. 1f-g is also possible, albeit less efficiently and without any appreciable stereoselectivity.

OXFORD

0040-4039