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Annulation Tactics of cis-syn-cis Triquinanes by Allylsilanes: Application of Hosomi-Sakurai Reaction Conditions
Journal
Chemistry - An Asian Journal
ISSN
18614728
Date Issued
2022-08-15
Author(s)
Kotha, Sambasivarao
Ansari, Saima
Gupta, Naveen K.
Abstract
A stereoselective [3+2] cycloaddition approach to functionalized pentaquinanes starting from cis-syn-cis triquinanes, derived from Cookson's diones, is reported. This transformation involves generation of six new stereocenters in a single step leading to cis-anti-cis-syn-cis-anti-cis polyquinane systems. Our method prevents transannular cyclizations which are prevalent in these moieties. The structure and stereochemistry of target molecules are well-characterized based on NMR data and X-ray diffraction studies.
Subjects