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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Format: | Journal Article |
Language: | English |
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2013
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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. |
first_indexed | 2025-02-19T03:50:38Z |
format | Journal Article |
id | ntu-10356/97360 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2025-02-19T03:50:38Z |
publishDate | 2013 |
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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 |
work_keys_str_mv | AT chencheng selectivecatalyticsp3cobondcleavagewithcnbondformationin3alkoxy1propanols AT hongsoonhyeok selectivecatalyticsp3cobondcleavagewithcnbondformationin3alkoxy1propanols |