1233009-97-6Relevant academic research and scientific papers
Enantiospecific formal total synthesis of (+)-fawcettimine
Jung, Michael E.,Chang, Jonah J.
, p. 2962 - 2965 (2010)
The diastereospecific attack of the silyl enol ether on the activated cyclopropyl diester 27 generated the hydrindanone 28 with complete stereocontrol. Thermal decarbomethoxylation of 28 gave the monoester 29, a key intermediate in Heathcocks synthesis, thereby completing a formal total synthesis of (+)-fawcettimine 1. The analogous cyclization of 33, the diastereomer of 27, afforded the diastereomeric diester 34, thereby demonstrating that the cyclization process is diastereospecific.
