Efficient synthesis of epoxides from vicinal diols via cyclic sulfates

Doo Ok Jang; Yung Hyup Joo; Dae Hyan Cho

doi:10.1080/00397910008087077

Efficient synthesis of epoxides from vicinal diols via cyclic sulfates

Doo Ok Jang, Yung Hyup Joo, Dae Hyan Cho

Chemistry and Medical Chemistry

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

4 Citations (Scopus)

Abstract

Reaction of cyclic sulfates of vic-diols with sodium hydroxide in THF-MeOH produced the corresponding epoxides in excellent isolated yields at room temperature. Cyclic sulfates of trans-diols gave cis-epoxides, and cyclic sulfates of cis-diols afforded trans-epoxides exclusively. Various cyclic sulfates of vic-diols can be converted into the epoxides under the conditions.

Original language	English
Pages (from-to)	4489-4494
Number of pages	6
Journal	Synthetic Communications
Volume	30
Issue number	24
DOIs	https://doi.org/10.1080/00397910008087077
Publication status	Published - 2000

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1080/00397910008087077

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title = "Efficient synthesis of epoxides from vicinal diols via cyclic sulfates",

abstract = "Reaction of cyclic sulfates of vic-diols with sodium hydroxide in THF-MeOH produced the corresponding epoxides in excellent isolated yields at room temperature. Cyclic sulfates of trans-diols gave cis-epoxides, and cyclic sulfates of cis-diols afforded trans-epoxides exclusively. Various cyclic sulfates of vic-diols can be converted into the epoxides under the conditions.",

author = "Jang, {Doo Ok} and Joo, {Yung Hyup} and Cho, {Dae Hyan}",

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T1 - Efficient synthesis of epoxides from vicinal diols via cyclic sulfates

AU - Jang, Doo Ok

AU - Joo, Yung Hyup

AU - Cho, Dae Hyan

PY - 2000

Y1 - 2000

N2 - Reaction of cyclic sulfates of vic-diols with sodium hydroxide in THF-MeOH produced the corresponding epoxides in excellent isolated yields at room temperature. Cyclic sulfates of trans-diols gave cis-epoxides, and cyclic sulfates of cis-diols afforded trans-epoxides exclusively. Various cyclic sulfates of vic-diols can be converted into the epoxides under the conditions.

AB - Reaction of cyclic sulfates of vic-diols with sodium hydroxide in THF-MeOH produced the corresponding epoxides in excellent isolated yields at room temperature. Cyclic sulfates of trans-diols gave cis-epoxides, and cyclic sulfates of cis-diols afforded trans-epoxides exclusively. Various cyclic sulfates of vic-diols can be converted into the epoxides under the conditions.

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DO - 10.1080/00397910008087077

M3 - Article

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JO - Synthetic Communications

JF - Synthetic Communications

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ER -

Efficient synthesis of epoxides from vicinal diols via cyclic sulfates

Abstract

All Science Journal Classification (ASJC) codes

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