Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B

Published on 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>.

Cite this collection

Badrinarayanan, Sandhya; Squire, Christopher J.; Sperry, Jonathan; Brimble, Margaret A. (2017): Bioinspired Total Synthesis and Stereochemical Revision

of the Fungal Metabolite Pestalospirane B. ACS Publications.

https://doi.org/10.1021/acs.orglett.7b01371

Retrieved: 00:12, Jun 26, 2017 (GMT)