From Hydrindane to Decalin: A Mild Transformation through a Dyotropic Ring Expansion

From Hydrindane to Decalin: A Mild Transformation through a Dyotropic Ring Expansion. Santalla, H., Faza, O., Gómez, G., Fall, Y., & Silva López, C. Organic Letters, 19(13):3648-3651, 2017.
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An unexpected ring expansion converting hydrindane cores into decalins has been observed. The process occurs under very mild conditions and with exquisite transfer of chiral information. The ring expansion provides access to decorated decalins with complete stereocontrol. The reaction mechanism is studied in order to gain insight into the underlying causes for the low thermal requirements in this reaction and the nature of the chirality transfer process. Interestingly, both result from an unprecedented dyotropic reaction involving a mesylate group. © 2017 American Chemical Society.

@ARTICLE{Santalla20173648,
author={Santalla, H. and Faza, O.N. and Gómez, G. and Fall, Y. and Silva López, C.},
title={From Hydrindane to Decalin: A Mild Transformation through a Dyotropic Ring Expansion},
journal={Organic Letters},
year={2017},
volume={19},
number={13},
pages={3648-3651},
doi={10.1021/acs.orglett.7b01621},
abstract={An unexpected ring expansion converting hydrindane cores into decalins has been observed. The process occurs under very mild conditions and with exquisite transfer of chiral information. The ring expansion provides access to decorated decalins with complete stereocontrol. The reaction mechanism is studied in order to gain insight into the underlying causes for the low thermal requirements in this reaction and the nature of the chirality transfer process. Interestingly, both result from an unprecedented dyotropic reaction involving a mesylate group. © 2017 American Chemical Society.},
}

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