Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols

The ruthenium catalyzed selective sp3 C–O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3–O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes...

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Main Authors: Chen, Cheng, Hong, Soon Hyeok
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/97360
http://hdl.handle.net/10220/10607
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-973602020-03-07T12:34:43Z Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols Chen, Cheng Hong, Soon Hyeok School of Physical and Mathematical Sciences The ruthenium catalyzed selective sp3 C–O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3–O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes were proposed as key intermediates for the unique selective sp3 C–O bond cleavage in 3-alkoxy-1-propanols. 2013-06-25T03:59:02Z 2019-12-06T19:41:51Z 2013-06-25T03:59:02Z 2019-12-06T19:41:51Z 2012 2012 Journal Article Chen, C., & Hong, S. H. (2012). Selective Catalytic sp3 C–O Bond Cleavage with C–N Bond Formation in 3-Alkoxy-1-propanols. Organic Letters, 14(12), 2992-2995. 1523-7060 https://hdl.handle.net/10356/97360 http://hdl.handle.net/10220/10607 10.1021/ol3009842 en Organic letters © 2012 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description The ruthenium catalyzed selective sp3 C–O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3–O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes were proposed as key intermediates for the unique selective sp3 C–O bond cleavage in 3-alkoxy-1-propanols.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Chen, Cheng
Hong, Soon Hyeok
format Article
author Chen, Cheng
Hong, Soon Hyeok
spellingShingle Chen, Cheng
Hong, Soon Hyeok
Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
author_sort Chen, Cheng
title Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title_short Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title_full Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title_fullStr Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title_full_unstemmed Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title_sort selective catalytic sp3 c–o bond cleavage with c–n bond formation in 3-alkoxy-1-propanols
publishDate 2013
url https://hdl.handle.net/10356/97360
http://hdl.handle.net/10220/10607
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