A scalable synthesis of intermediate 6, a key intermediate in the synthesis of an experimental picolinamide fungicide, was developed starting from inexpensive (–)-ethyl L-lactate. This route includes an improved preparation of allyl propyl ether (2) and benzyl-protected lactaldehyde (3). The key transformations are a stereoselective allylboration of aldehyde 3 and an efficient arylation of secondary alcohol 5. An overview of these efforts will be presented, and key advances will be highlighted.

Development of a scalable synthesis of chiral allyl ether 6, a key intermediate en route to an experimental picolinamide fungicide

2019 Fall National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.