A new method for the stereoselective construction of angular methyl group of fuzed cyclic ethers

Isao Kadota; Takayuki Kishi; Yuka Fujisawa; Yuji Yamagami; Hiroyoshi Takamura

doi:10.1016/j.tetlet.2010.05.109

A new method for the stereoselective construction of angular methyl group of fuzed cyclic ethers

Isao Kadota, Takayuki Kishi, Yuka Fujisawa, Yuji Yamagami, Hiroyoshi Takamura

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

4 Citations (Scopus)

Abstract

A convenient method for the stereoselective construction of angular methyl group of fuzed cyclic ethers is described. Reactions of mixed thioacetals with Me₂Zn/Zn(OTf)₂ afforded the corresponding methylated products in good yields. Various protective groups such as MOM ether, benzylidene acetal, TBS ether, and pivaloyl group were stable under the reaction conditions.

Original language	English
Pages (from-to)	3960-3961
Number of pages	2
Journal	Tetrahedron Letters
Volume	51
Issue number	30
DOIs	https://doi.org/10.1016/j.tetlet.2010.05.109
Publication status	Published - Jul 28 2010

Keywords

Angular methyl group
Fuzed cyclic ethers
Marine polycyclic ethers
Mixed thioacetals

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.05.109

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title = "A new method for the stereoselective construction of angular methyl group of fuzed cyclic ethers",

abstract = "A convenient method for the stereoselective construction of angular methyl group of fuzed cyclic ethers is described. Reactions of mixed thioacetals with Me2Zn/Zn(OTf)2 afforded the corresponding methylated products in good yields. Various protective groups such as MOM ether, benzylidene acetal, TBS ether, and pivaloyl group were stable under the reaction conditions.",

keywords = "Angular methyl group, Fuzed cyclic ethers, Marine polycyclic ethers, Mixed thioacetals",

author = "Isao Kadota and Takayuki Kishi and Yuka Fujisawa and Yuji Yamagami and Hiroyoshi Takamura",

note = "Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan . ",

year = "2010",

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T1 - A new method for the stereoselective construction of angular methyl group of fuzed cyclic ethers

AU - Kadota, Isao

AU - Kishi, Takayuki

AU - Fujisawa, Yuka

AU - Yamagami, Yuji

AU - Takamura, Hiroyoshi

N1 - Funding Information: This work was financially supported by the Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan .

PY - 2010/7/28

Y1 - 2010/7/28

N2 - A convenient method for the stereoselective construction of angular methyl group of fuzed cyclic ethers is described. Reactions of mixed thioacetals with Me2Zn/Zn(OTf)2 afforded the corresponding methylated products in good yields. Various protective groups such as MOM ether, benzylidene acetal, TBS ether, and pivaloyl group were stable under the reaction conditions.

AB - A convenient method for the stereoselective construction of angular methyl group of fuzed cyclic ethers is described. Reactions of mixed thioacetals with Me2Zn/Zn(OTf)2 afforded the corresponding methylated products in good yields. Various protective groups such as MOM ether, benzylidene acetal, TBS ether, and pivaloyl group were stable under the reaction conditions.

KW - Angular methyl group

KW - Fuzed cyclic ethers

KW - Marine polycyclic ethers

KW - Mixed thioacetals

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DO - 10.1016/j.tetlet.2010.05.109

M3 - Article

AN - SCOPUS:77953683513

SN - 0040-4039

VL - 51

SP - 3960

EP - 3961

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

A new method for the stereoselective construction of angular methyl group of fuzed cyclic ethers

Abstract

Keywords

ASJC Scopus subject areas

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