Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B
2017-06-16T18:18:42Z (GMT)
by
The total synthesis
of both enantiomers of pestalospirane B, <b>2</b>, has been
achieved using a bioinspired tandem dimerization–spiroketalization
reaction. Electronic circular dichroism (ECD) and X-ray analysis were
used to revise the absolute stereochemistry of the natural product
pestalospirane B from 3<i>S</i>, 3′<i>S</i>, 12<i>R</i>, 12′<i>R</i> to its enantiomer
3<i>R</i>, 3′<i>R</i>, 12<i>S</i>, 12′<i>S</i>.
