A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates

Takanori Iwasaki; Kazushi Agura; Yusuke Maegawa; Yukiko Hayashi; Takashi Ohshima; Kazushi Mashima

doi:10.1002/chem.201000960

A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates

Takanori Iwasaki, Kazushi Agura, Yusuke Maegawa, Yukiko Hayashi, Takashi Ohshima, Kazushi Mashima

Chemo-Pharmaceutical Sciences

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

32 Citations (Scopus)

Abstract

A new catalytic deacylation of acetates and benzoates through transesterification with methanol was developed (see scheme). Reactions with various acidand nucleophile-sensitive functional groups proceeded efficiently in the presence of a catalytic amount of the tetranuclear zinc cluster. The present catalysis is applicable to less-reactive tertiary acetates, the deacylation of which is difficult to achieve by transesterification with other catalysts.

Original language	English
Pages (from-to)	11567-11571
Number of pages	5
Journal	Chemistry - A European Journal
Volume	16
Issue number	38
DOIs	https://doi.org/10.1002/chem.201000960
Publication status	Published - Oct 11 2010

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

Access to Document

10.1002/chem.201000960

Fingerprint Dive into the research topics of 'A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates'. Together they form a unique fingerprint.

Cite this

@article{5f167a63136c4bdeaddd76cc0205571b,

title = "A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates",

abstract = "A new catalytic deacylation of acetates and benzoates through transesterification with methanol was developed (see scheme). Reactions with various acidand nucleophile-sensitive functional groups proceeded efficiently in the presence of a catalytic amount of the tetranuclear zinc cluster. The present catalysis is applicable to less-reactive tertiary acetates, the deacylation of which is difficult to achieve by transesterification with other catalysts.",

author = "Takanori Iwasaki and Kazushi Agura and Yusuke Maegawa and Yukiko Hayashi and Takashi Ohshima and Kazushi Mashima",

year = "2010",

month = oct,

day = "11",

doi = "10.1002/chem.201000960",

language = "English",

volume = "16",

pages = "11567--11571",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH Verlag",

number = "38",

}

TY - JOUR

T1 - A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates

AU - Iwasaki, Takanori

AU - Agura, Kazushi

AU - Maegawa, Yusuke

AU - Hayashi, Yukiko

AU - Ohshima, Takashi

AU - Mashima, Kazushi

PY - 2010/10/11

Y1 - 2010/10/11

N2 - A new catalytic deacylation of acetates and benzoates through transesterification with methanol was developed (see scheme). Reactions with various acidand nucleophile-sensitive functional groups proceeded efficiently in the presence of a catalytic amount of the tetranuclear zinc cluster. The present catalysis is applicable to less-reactive tertiary acetates, the deacylation of which is difficult to achieve by transesterification with other catalysts.

AB - A new catalytic deacylation of acetates and benzoates through transesterification with methanol was developed (see scheme). Reactions with various acidand nucleophile-sensitive functional groups proceeded efficiently in the presence of a catalytic amount of the tetranuclear zinc cluster. The present catalysis is applicable to less-reactive tertiary acetates, the deacylation of which is difficult to achieve by transesterification with other catalysts.

UR - http://www.scopus.com/inward/record.url?scp=77957582085&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77957582085&partnerID=8YFLogxK

U2 - 10.1002/chem.201000960

DO - 10.1002/chem.201000960

M3 - Article

C2 - 20799300

AN - SCOPUS:77957582085

VL - 16

SP - 11567

EP - 11571

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 38

ER -