Bioinspired Total Synthesis and Stereochemical Revision
of the Fungal Metabolite Pestalospirane B
Posted on 2017-06-16 - 18:18
The total synthesis
of both enantiomers of pestalospirane B, 2, 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 3S, 3′S, 12R, 12′R to its enantiomer
3R, 3′R, 12S, 12′S.
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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. Collection. https://doi.org/10.1021/acs.orglett.7b01371
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AUTHORS (4)
SB
Sandhya Badrinarayanan
CS
Christopher J. Squire
JS
Jonathan Sperry
MB
Margaret A. Brimble