An efficient synthesis of polymer-supported silyl linkers using a di-Grignard reagent

Takayuki Doi; Masahito Yoshida; Ichiro Hijikuro; Takashi Takahashi

doi:10.1016/j.tetlet.2004.05.100

An efficient synthesis of polymer-supported silyl linkers using a di-Grignard reagent

Takayuki Doi, Masahito Yoshida, Ichiro Hijikuro, Takashi Takahashi

研究成果: Article › 査読

8 被引用数 (Scopus)

抄録

Various trialkylsilyl linked polymer supports have been prepared by reacting benzyl chloride resin and a di-Grignard reagent with CuBr·Me₂S, followed by dialkylchlorosilanes. 4-Alkoxybenzyl type resin, Wang-Cl 2c and Argogel Wang-Cl 2d provided 4c and 4d at ambient temperature, whereas nonactivated resin, Merrifield 2a and Argogel-Cl 2b afforded 4a and 4b at 60°C. Primary and secondary alcohols 6-10 were attached to the alkyldiisopropyl-linked Wang type resin 4cA by a novel dehydrosilation with B(C₆F₅)₃ as well as by conventional methods.

本文言語	English
ページ（範囲）	5723-5726
ページ数	4
ジャーナル	Tetrahedron Letters
巻	45
号	29
DOI	https://doi.org/10.1016/j.tetlet.2004.05.100
出版ステータス	Published - 2004 7月 12
外部発表	はい

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/j.tetlet.2004.05.100

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引用スタイル

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title = "An efficient synthesis of polymer-supported silyl linkers using a di-Grignard reagent",

abstract = "Various trialkylsilyl linked polymer supports have been prepared by reacting benzyl chloride resin and a di-Grignard reagent with CuBr·Me2S, followed by dialkylchlorosilanes. 4-Alkoxybenzyl type resin, Wang-Cl 2c and Argogel Wang-Cl 2d provided 4c and 4d at ambient temperature, whereas nonactivated resin, Merrifield 2a and Argogel-Cl 2b afforded 4a and 4b at 60°C. Primary and secondary alcohols 6-10 were attached to the alkyldiisopropyl-linked Wang type resin 4cA by a novel dehydrosilation with B(C6F5)3 as well as by conventional methods.",

author = "Takayuki Doi and Masahito Yoshida and Ichiro Hijikuro and Takashi Takahashi",

note = "Funding Information: This work was supported by a grant-in-aid from the Ministry of Education, Culture, Sports, Science and Technology, Japan (No. 14103013).",

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AU - Doi, Takayuki

AU - Yoshida, Masahito

AU - Hijikuro, Ichiro

AU - Takahashi, Takashi

N1 - Funding Information: This work was supported by a grant-in-aid from the Ministry of Education, Culture, Sports, Science and Technology, Japan (No. 14103013).

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N2 - Various trialkylsilyl linked polymer supports have been prepared by reacting benzyl chloride resin and a di-Grignard reagent with CuBr·Me2S, followed by dialkylchlorosilanes. 4-Alkoxybenzyl type resin, Wang-Cl 2c and Argogel Wang-Cl 2d provided 4c and 4d at ambient temperature, whereas nonactivated resin, Merrifield 2a and Argogel-Cl 2b afforded 4a and 4b at 60°C. Primary and secondary alcohols 6-10 were attached to the alkyldiisopropyl-linked Wang type resin 4cA by a novel dehydrosilation with B(C6F5)3 as well as by conventional methods.

AB - Various trialkylsilyl linked polymer supports have been prepared by reacting benzyl chloride resin and a di-Grignard reagent with CuBr·Me2S, followed by dialkylchlorosilanes. 4-Alkoxybenzyl type resin, Wang-Cl 2c and Argogel Wang-Cl 2d provided 4c and 4d at ambient temperature, whereas nonactivated resin, Merrifield 2a and Argogel-Cl 2b afforded 4a and 4b at 60°C. Primary and secondary alcohols 6-10 were attached to the alkyldiisopropyl-linked Wang type resin 4cA by a novel dehydrosilation with B(C6F5)3 as well as by conventional methods.

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An efficient synthesis of polymer-supported silyl linkers using a di-Grignard reagent

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