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: Journal Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/97360
http://hdl.handle.net/10220/10607
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author Chen, Cheng
Hong, Soon Hyeok
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Chen, Cheng
Hong, Soon Hyeok
author_sort Chen, Cheng
collection NTU
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.
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spelling ntu-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.
spellingShingle Chen, Cheng
Hong, Soon Hyeok
Selective catalytic sp3 C–O bond cleavage with C–N bond formation in 3-alkoxy-1-propanols
title 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_short 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
url https://hdl.handle.net/10356/97360
http://hdl.handle.net/10220/10607
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