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Enantioselective Hydroalkenylation and Hydroalkynylation of Alkenes Enabled by a Transient Directing Group

13 June 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The catalytic enantioselective synthesis of α-chiral alkenes and alkynes represents a powerful strategy for rapid generation of molecular complexity. Herein, we report a transient directing group facilitated site-selective palladium-catalyzed reductive Heck-type hydroalkenylation and hydroalkynylation of alkenylaldehyes using alkenyl and alkynyl bromides, respectively, allowing for construction of a stereocenters at the δ position with respect to the aldehyde.

Keywords

palladium
alkene functionalization
hydroalkenylation
hydroalkynylation
transient directing group

Supplementary materials

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Description
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Supporting Info
Description
Experimental procedures, characterization data for new compounds, copies of NMR spectra and SFC chromatograms, X-ray crystallographic data
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3ak_CIF
Description
Crystallographic information file for compound 3ak
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