127083-17-4Relevant academic research and scientific papers
STEREOSPECIFIC NUCLEOPHILIC RING-OPENING OF A DEUTERIATED CYCLOPROPYLCARBINOL
Leeper, Finian J.,Padmanabhan, Padma
, p. 5017 - 5020 (2007/10/02)
The cyclopropyl phenyl carbinol (3) was obtained by degradation in the course of biosynthetic studies on the unique cyclopropane alkaloid cyclizidine (1).The stereochemistry of the ring-opening to the homoallylic alcohol (4) was investigated by synthesis of chirally deuteriated (3) followed by 1H n.m.r. spectroscopy of the ring-opened product with a chiral shift reagent.It was found to proceed with inversion of configuration.
