Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols

Ming Chang P. Yeh; Chia Jung Liang; Cheng Yuan Liu; Ya Fon Shih; I. Chen Lee; Hsiang Fang Liu; Jeng Long Wang

doi:10.1039/c3ob27352k

Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols

Ming Chang P. Yeh, Chia Jung Liang, Cheng Yuan Liu, Ya Fon Shih, I. Chen Lee, Hsiang Fang Liu, Jeng Long Wang

Department of Chemistry

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

3 Citations (Scopus)

Abstract

Spirolactones, spirotetrahydrofurans, and spiropyrrolidines containing a vicinal cis-diol adjacent to the spiro-carbon center are prepared by one-pot epoxidation/spirocyclization of cyclohex-2-en-1-ols bearing an ester, alcohol, or amide functional side chain at the C(3) position of the ring.

Original language	English
Pages (from-to)	3393-3399
Number of pages	7
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	20
DOIs	https://doi.org/10.1039/c3ob27352k
Publication status	Published - 2013 May 28

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1039/c3ob27352k

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Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols. / Yeh, Ming Chang P.; Liang, Chia Jung; Liu, Cheng Yuan; Shih, Ya Fon; Lee, I. Chen; Liu, Hsiang Fang; Wang, Jeng Long.

In: Organic and Biomolecular Chemistry, Vol. 11, No. 20, 28.05.2013, p. 3393-3399.

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

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abstract = "Spirolactones, spirotetrahydrofurans, and spiropyrrolidines containing a vicinal cis-diol adjacent to the spiro-carbon center are prepared by one-pot epoxidation/spirocyclization of cyclohex-2-en-1-ols bearing an ester, alcohol, or amide functional side chain at the C(3) position of the ring.",

author = "Yeh, {Ming Chang P.} and Liang, {Chia Jung} and Liu, {Cheng Yuan} and Shih, {Ya Fon} and Lee, {I. Chen} and Liu, {Hsiang Fang} and Wang, {Jeng Long}",

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AU - Yeh, Ming Chang P.

AU - Liang, Chia Jung

AU - Liu, Cheng Yuan

AU - Shih, Ya Fon

AU - Lee, I. Chen

AU - Liu, Hsiang Fang

AU - Wang, Jeng Long

PY - 2013/5/28

Y1 - 2013/5/28

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AB - Spirolactones, spirotetrahydrofurans, and spiropyrrolidines containing a vicinal cis-diol adjacent to the spiro-carbon center are prepared by one-pot epoxidation/spirocyclization of cyclohex-2-en-1-ols bearing an ester, alcohol, or amide functional side chain at the C(3) position of the ring.

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Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols

Abstract

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