Marvin Sungwhan Yu

Asymmetric synthesis of (−)-paroxetine using PLE hydrolysis

Abstract (−)-Paroxetine hydrochloride was produced asymmetrically in seven steps starting from 4-fluorobenzaldehyde. The stereocenter at C-4 was initially set through desymmetrization of glutaric acid bis methyl ester 4 by PLE hydrolysis. A unique one-pot reduction–alkylation procedure was then developed to provide entry to lactam 2 with the appropriate absolute stereochemistry.

Green chemistry measures for process research and development

A set of metrics has been developed which enables a simple assessment to be made of batch processes in terms of waste, energy usage, and chemistry efficiency. It is intended to raise awareness of green chemistry by providing a tool to assist chemists in monitoring progress in the reduction of environmental impact as they design new routes and modify processes.

Synthesis of 2-dienylindole, SB 242784, by a three-component palladium-catalyzed coupling reaction

Abstract The synthesis of SB 242784 using a novel one-pot Castro-Stephens-Suzuki reaction as the key reaction is described.

Synthesis of 3-carboxy-20-keto steroid, SB 209963, a 5α-reductase inhibitor, by palladium-catalyzed hydroxycarbonylation

Abstract SB 209963 was produced in three steps starting from 17β-carboxyandrost-4-en-3-one. A palladium-catalyzed hydroxycarbonylation introduced the carboxylic acid under mild conditions without epimerization at C-17. This reaction represents the first example of hydroxycarbonylation of a vinyl halide under neutral conditions.