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Ru-Catalyzed Cross-Dehydrogenative Coupling between Primary Alcohols to Guerbet Alcohol Derivatives : With Relevance for Fragrance Synthesis

Manojveer, Seetharaman LU ; Salahi, Saleh LU ; Wendt, Ola F. LU and Johnson, Magnus T. LU (2018) In Journal of Organic Chemistry 83(18). p.10864-10870
Abstract

A simple method has been developed for the cross dehydrogenative coupling between two different primary alcohols using readily available RuCl2(PPh3)3 as a precatalyst through the borrowing-hydrogen approach. The present methodology is applicable to a large variety of alcohol derivatives including long chain aliphatic alcohols and heteroaryl alcohols. In addition, the methodology was applied in a straightforward protocol to synthesize commercially available fragrances such as Rosaphen and Cyclamenaldehyde in good yields.

Please use this url to cite or link to this publication:
author
; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Organic Chemistry
volume
83
issue
18
pages
7 pages
publisher
The American Chemical Society (ACS)
external identifiers
  • scopus:85052320561
  • pmid:30091596
ISSN
0022-3263
DOI
10.1021/acs.joc.8b01558
language
English
LU publication?
yes
id
b8051eaf-ea10-48a7-a814-8b363e4f2bc3
date added to LUP
2020-04-23 10:23:39
date last changed
2025-10-14 10:48:08
@article{b8051eaf-ea10-48a7-a814-8b363e4f2bc3,
  abstract     = {{<p>A simple method has been developed for the cross dehydrogenative coupling between two different primary alcohols using readily available RuCl<sub>2</sub>(PPh<sub>3</sub>)<sub>3</sub> as a precatalyst through the borrowing-hydrogen approach. The present methodology is applicable to a large variety of alcohol derivatives including long chain aliphatic alcohols and heteroaryl alcohols. In addition, the methodology was applied in a straightforward protocol to synthesize commercially available fragrances such as Rosaphen and Cyclamenaldehyde in good yields.</p>}},
  author       = {{Manojveer, Seetharaman and Salahi, Saleh and Wendt, Ola F. and Johnson, Magnus T.}},
  issn         = {{0022-3263}},
  language     = {{eng}},
  number       = {{18}},
  pages        = {{10864--10870}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Journal of Organic Chemistry}},
  title        = {{Ru-Catalyzed Cross-Dehydrogenative Coupling between Primary Alcohols to Guerbet Alcohol Derivatives : With Relevance for Fragrance Synthesis}},
  url          = {{http://dx.doi.org/10.1021/acs.joc.8b01558}},
  doi          = {{10.1021/acs.joc.8b01558}},
  volume       = {{83}},
  year         = {{2018}},
}