Spontaneous Oxygenation of Siloxy-N-silylketenimines to α-Ketoamides
Organic Letters Volume 18 Issue 7
Page 1598-1601
published_at 2016-04-01
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| File | |
| Title ( eng ) |
Spontaneous Oxygenation of Siloxy-N-silylketenimines to α-Ketoamides
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| Creator |
Ando Masafumi
Kawahata Masatoshi
Yamaguchi Kentaro
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| Source Title |
Organic Letters
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| Volume | 18 |
| Issue | 7 |
| Start Page | 1598 |
| End Page | 1601 |
| Abstract |
Siloxy-N-silylketenimines generated in situ from Osilyl cyanohydrins were converted to α-ketoamides by brief exposure to air or oxygen. Oxidation under extremely mild conditions can be explained by assuming the intermediacy of a 3-imino-1,2-dioxetane derivative generated via triplet−singlet intersystem crossing after the reaction of siloxy-N-silylketenimines with triplet oxygen.
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| Descriptions |
This research was partially supported by a Grant-in-Aid for Scientific Research (C) 25460015 (M.S.), a Grant-in-Aid for Challenging Exploratory Research 15K14929 (K.T.) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), the Hoan Sha Foundation (M.S.), the Takeda Science Foundation (M.S.), and the Naito Foundation Natural Science Scholarship (M.S.).
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| NDC |
Medical sciences [ 490 ]
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| Language |
eng
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| Resource Type | journal article |
| Publisher |
American Chemical Society
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| Date of Issued | 2016-04-01 |
| Rights |
Copyright (c) 2016 American Chemical Society
This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
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| Publish Type | Version of Record |
| Access Rights | open access |
| Source Identifier |
http://doi.org/10.1021/acs.orglett.6b00455
isVersionOf
[ISSN] 1523-7060
[DOI] 10.1021/acs.orglett.6b00455
[PMID] 26986936
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