Ring opening of tetrahydrofurans with Phenyl trimethylsilyl selenide catalyzed by moist zinc iodide

Noritaka Miyoshi; Yoshio Hatayama; Ilhyong Ryu; Nobuaki Kambe; Toshiaki Murai; Shinji Murai; Noboru Sonoda

doi:10.1055/s-1988-27505

Ring opening of tetrahydrofurans with Phenyl trimethylsilyl selenide catalyzed by moist zinc iodide

Noritaka Miyoshi^*, Yoshio Hatayama, Ilhyong Ryu, Nobuaki Kambe, Toshiaki Murai, Shinji Murai, Noboru Sonoda

^*Corresponding author for this work

Department of Applied Chemistry

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

10 Scopus citations

Abstract

Phenyl trimethylsilyl selenide (1) reacted with tetrahydrofurans 2 in dichloromethane in the presence of a catalytic amount of zinc iodide to give ring opened silyl ethers of δ-phenylseleno alcohols 3 in good yields. It was found that well-dried zinc iodide catalyzed the reaction less effectively than moisturized zinc iodide, prepared by treatment of the reagent with water-saturated hexane.

Original language	English
Pages (from-to)	175-178
Number of pages	4
Journal	Synthesis (Germany)
Volume	1988
Issue number	3
DOIs	https://doi.org/10.1055/s-1988-27505
State	Published - 1 Jan 1988

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title = "Ring opening of tetrahydrofurans with Phenyl trimethylsilyl selenide catalyzed by moist zinc iodide",

abstract = "Phenyl trimethylsilyl selenide (1) reacted with tetrahydrofurans 2 in dichloromethane in the presence of a catalytic amount of zinc iodide to give ring opened silyl ethers of δ-phenylseleno alcohols 3 in good yields. It was found that well-dried zinc iodide catalyzed the reaction less effectively than moisturized zinc iodide, prepared by treatment of the reagent with water-saturated hexane.",

author = "Noritaka Miyoshi and Yoshio Hatayama and Ilhyong Ryu and Nobuaki Kambe and Toshiaki Murai and Shinji Murai and Noboru Sonoda",

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T1 - Ring opening of tetrahydrofurans with Phenyl trimethylsilyl selenide catalyzed by moist zinc iodide

AU - Miyoshi, Noritaka

AU - Hatayama, Yoshio

AU - Ryu, Ilhyong

AU - Kambe, Nobuaki

AU - Murai, Toshiaki

AU - Murai, Shinji

AU - Sonoda, Noboru

PY - 1988/1/1

Y1 - 1988/1/1

N2 - Phenyl trimethylsilyl selenide (1) reacted with tetrahydrofurans 2 in dichloromethane in the presence of a catalytic amount of zinc iodide to give ring opened silyl ethers of δ-phenylseleno alcohols 3 in good yields. It was found that well-dried zinc iodide catalyzed the reaction less effectively than moisturized zinc iodide, prepared by treatment of the reagent with water-saturated hexane.

AB - Phenyl trimethylsilyl selenide (1) reacted with tetrahydrofurans 2 in dichloromethane in the presence of a catalytic amount of zinc iodide to give ring opened silyl ethers of δ-phenylseleno alcohols 3 in good yields. It was found that well-dried zinc iodide catalyzed the reaction less effectively than moisturized zinc iodide, prepared by treatment of the reagent with water-saturated hexane.

UR - http://www.scopus.com/inward/record.url?scp=12644289711&partnerID=8YFLogxK

U2 - 10.1055/s-1988-27505

DO - 10.1055/s-1988-27505

M3 - Article

AN - SCOPUS:12644289711

VL - 1988

SP - 175

EP - 178

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 3

ER -

Ring opening of tetrahydrofurans with Phenyl trimethylsilyl selenide catalyzed by moist zinc iodide

Abstract

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