Stereochemical lability of azatitanacyclopropanes: dynamic kinetic resolution in reductive cross-coupling reactions with allylic alcohols

Dexi Yang; Glenn C. Micalizio

doi:10.1039/C3CC45607B

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Stereochemical lability of azatitanacyclopropanes: dynamic kinetic resolution in reductive cross-coupling reactions with allylic alcohols†‡

Dexi Yang^ab and Glenn C. Micalizio*^ab

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* Corresponding authors

^a Department of Chemistry, Dartmouth College, Hanover, USA
E-mail: glenn.c.micalizio@dartmouth.edu

^b Department of Chemistry, The Scripps Research Institute, Jupiter, USA

Abstract

Azatitanacyclopropanes (titanaziridines) are shown to be stereochemically labile under reaction conditions for reductive cross-coupling. This fundamental property has been employed to realize highly selective asymmetric coupling reactions with allylic alcohols that proceed by dynamic kinetic resolution.

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Article information

DOI: https://doi.org/10.1039/C3CC45607B
Article type: Communication
Submitted: 23 Jul 2013
Accepted: 13 Aug 2013
First published: 21 Aug 2013

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Chem. Commun., 2013,49, 8857-8859

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Stereochemical lability of azatitanacyclopropanes: dynamic kinetic resolution in reductive cross-coupling reactions with allylic alcohols

D. Yang and G. C. Micalizio, Chem. Commun., 2013, 49, 8857 DOI: 10.1039/C3CC45607B

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Chemical Communications