Tetrahedron Letters p. 5017 - 5020 (1989)
Update date:2022-08-05
Topics:
Leeper, Finian J.
Padmanabhan, Padma
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.
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