Graham John Bird

Asymmetric syntheses of (+)-diltiazem hydrochloride

Efficient enantioselective syntheses of the important cardiac drug (+)-cis-(2S,3S)-diltiazem from (E)-methyl 4-methoxyphenylpropenoate via either the (2R,3S)- or (2S,3R)-enantiomers of threo-methyl 3-(4-methoxyphenyl)-2,3-dihydroxypropanoate are described.

N-methyl as a bioisostere for the oxygen link between the aromatic rings of aryloxyphenoxypropionate herbicides

Abstract The herbicidal activity of a set of N -methyl arylaminophenoxypropionate esters 3 has been compared to the analogous aryloxyphenoxypropionates 1. The usefulness of N -methyl as a novel bioisostere for ether links is shown by the surprisingly high herbicidal activity of the 6-chloroquinazolin-2-yl- and 7-chloro-1,2,4-benzotriazin-3-yl-N-methylamino-phenoxypropionate esters 3h and 3i.