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

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)3393-3399
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number20
DOIs
Publication statusPublished - 2013 May 28

Fingerprint

Bearings (structural)
Spironolactone
epoxidation
Epoxidation
Amides
amides
esters
Esters
alcohols
Carbon
Alcohols
carbon
rings
synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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 journalArticle

Yeh, Ming-Chang P. ; Liang, Chia Jung ; Liu, Cheng Yuan ; Shih, Ya Fon ; Lee, I. Chen ; Liu, Hsiang Fang ; Wang, Jeng Long. / Diastereoselective synthesis of vicinal cis-dihydroxyheterospirocycles by one-pot epoxidation/spirocyclization of C(3)-functionalized cyclohex-2-en-1-ols. In: Organic and Biomolecular Chemistry. 2013 ; Vol. 11, No. 20. pp. 3393-3399.
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AU - Liu, Cheng Yuan

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AU - Wang, Jeng Long

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