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Development of a Modified System to Provide Improved Diastereocontrol in the Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenamides

19 October 2021, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Chiral g-lactones are prevalent organic architectures found in a large array of natural products. In this work, we disclose the development of a modified catalytic system utilizing a commercially available Cu-phosphite catalyst for the diastereoselective reductive coupling of chiral allenamides and ketones to afford chiral -lactone precursors in 80:20 to 99:1 dr.

Keywords

catalysis
reductive coupling
allenamides

Supplementary materials

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Characterization data
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Spectral data are provided for new compounds.
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Now Published

Development of a Modified System to Provide Improved Diastereocontrol in the Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenamides [opens in a new tab]
Dang Binh Ho, Samantha Gargaro, Raphael K. Klake, Joshua D. Sieber journal article
The Journal of Organic Chemistry , Volume 87, Issue 4
Online publication date: Nov 22, 2021

Version History

Oct 19, 2021 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2021-g2xbm
D O I: 10.26434/chemrxiv-2021-g2xbm [opens in a new tab]

Funding

Bill and Melinda Gates Foundation
1176590

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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