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タイトル: Reductive Ring Opening of Arylcyclopropanecarboxamides Accompanied by Borylation and Enolate Formation
著者: Wang, Shuo
Kaga, Atsushi
Kurogi, Takashi  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-8804-757X (unconfirmed)
Yorimitsu, Hideki  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-0153-1888 (unconfirmed)
著者名の別形: 王, 爍
加賀, 敦志
黒木, 尭
依光, 英樹
キーワード: Enolates
Ring opening reactions
Carbonyls
Electrophiles
Selectivity
reduction
cyclopropane
metalation
borylation
enolate
発行日: Feb-2022
出版者: American Chemical Society (ACS)
誌名: Organic Letters
巻: 24
号: 4
開始ページ: 1105
終了ページ: 1109
抄録: Treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile leads to reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile to yield the enolates of γ-aryl-γ-borylalkanamides. The enolates react further with a different electrophile to yield the corresponding α-substituted amides with anti selectivity.
著作権等: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, Copyright © 2022 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.2c00084.
The full-text file will be made open to the public on 25 January 2023 in accordance with publisher's 'Terms and Conditions for Self-Archiving'.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/268767
DOI(出版社版): 10.1021/acs.orglett.2c00084
PubMed ID: 35076241
出現コレクション:学術雑誌掲載論文等

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