Highly Regioselective Copper-Catalyzed Transfer Hydrodeuteration of Unactivated Terminal Alkenes

Authors

Albert Reyes, Marquette University
Emanuel Rivera Torres, Marquette University
Zoua Pa Vang, Marquette University
Joseph R. Clark, Marquette UniversityFollow

Document Type

Article

Publication Date

2-16-2022

Publisher

Wiley

Source Publication

Chemistry: A European Journal

Source ISSN

0947-6539

Original Item ID

10.1002/chem.202104340

Abstract

Catalytic transfer hydrodeuteration of unactivated alkenes is challenging because of the requirement that similar hydrogen and deuterium undergo selective insertion across a π-bond. We now report a highly regioselective catalytic transfer hydrodeuteration of unactivated terminal alkenes across a variety of heteroatom- or heterocycle-containing substrates. The base-metal-catalyzed reaction is also demonstrated on two complex natural products. Reaction studies indicate modular conditions that can also be extended to perform either an alkene transfer hydrogenation or transfer deuteration.

Comments

Accepted version. Chemistry, A European Journal, Vol. 28, No. 9 (February 16, 2022). DOI. © 2022 Wiley-VCH Verlag. Used with permission.

Recommended Citation

Reyes, Albert; Torres, Emanuel Rivera; Vang, Zoua Pa; and Clark, Joseph R., "Highly Regioselective Copper-Catalyzed Transfer Hydrodeuteration of Unactivated Terminal Alkenes" (2022). Chemistry Faculty Research and Publications. 1071.
https://epublications.marquette.edu/chem_fac/1071