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

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

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ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Yeh, M. C. P., Liang, C. J., Liu, C. Y., Shih, Y. F., Lee, I. C., Liu, H. F., & Wang, J. L. (2013). Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols. Organic and Biomolecular Chemistry, 11(20), 3393-3399. https://doi.org/10.1039/c3ob27352k

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

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10.1039/c3ob27352k