The use of organophotoacids for deprotection reactions in organic synthesis

Yuichi Nishikubo; Shinya Kanzaki; Shuichi Matsumura; Kazunobu Toshima

doi:10.1016/j.tetlet.2006.09.028

The use of organophotoacids for deprotection reactions in organic synthesis

Yuichi Nishikubo, Shinya Kanzaki, Shuichi Matsumura, Kazunobu Toshima

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

o-Hydroxymethylphenol was found to be an effective and environmentally benign organophotoacid. An increased acidity in the excited state, induced by photoirradiation, was sufficient for the deprotection of several protecting groups which are widely used in organic synthesis.

Original language	English
Pages (from-to)	8125-8128
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	46
DOIs	https://doi.org/10.1016/j.tetlet.2006.09.028
Publication status	Published - 2006 Nov 13

Keywords

Deprotection
Green chemistry
Organophotoacid
Organophotocatalyst
Protecting group

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.09.028

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title = "The use of organophotoacids for deprotection reactions in organic synthesis",

abstract = "o-Hydroxymethylphenol was found to be an effective and environmentally benign organophotoacid. An increased acidity in the excited state, induced by photoirradiation, was sufficient for the deprotection of several protecting groups which are widely used in organic synthesis.",

keywords = "Deprotection, Green chemistry, Organophotoacid, Organophotocatalyst, Protecting group",

author = "Yuichi Nishikubo and Shinya Kanzaki and Shuichi Matsumura and Kazunobu Toshima",

note = "Funding Information: This research was supported in part by a Grant-in-Aid for the 21st Century COE Program {\textquoteleft}KEIO Life Conjugate Chemistry{\textquoteright} and for Scientific Research on Priority Areas 18032068 from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.",

year = "2006",

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day = "13",

doi = "10.1016/j.tetlet.2006.09.028",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - The use of organophotoacids for deprotection reactions in organic synthesis

AU - Nishikubo, Yuichi

AU - Kanzaki, Shinya

AU - Matsumura, Shuichi

AU - Toshima, Kazunobu

N1 - Funding Information: This research was supported in part by a Grant-in-Aid for the 21st Century COE Program ‘KEIO Life Conjugate Chemistry’ and for Scientific Research on Priority Areas 18032068 from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.

PY - 2006/11/13

Y1 - 2006/11/13

N2 - o-Hydroxymethylphenol was found to be an effective and environmentally benign organophotoacid. An increased acidity in the excited state, induced by photoirradiation, was sufficient for the deprotection of several protecting groups which are widely used in organic synthesis.

AB - o-Hydroxymethylphenol was found to be an effective and environmentally benign organophotoacid. An increased acidity in the excited state, induced by photoirradiation, was sufficient for the deprotection of several protecting groups which are widely used in organic synthesis.

KW - Deprotection

KW - Green chemistry

KW - Organophotoacid

KW - Organophotocatalyst

KW - Protecting group

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DO - 10.1016/j.tetlet.2006.09.028

M3 - Article

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SP - 8125

EP - 8128

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

The use of organophotoacids for deprotection reactions in organic synthesis

Abstract

Keywords

ASJC Scopus subject areas

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