Regio- and stereocontrol in the reductive ring opening of the spirocyclic epoxide derived from the 4-siloxy-2-cyclopentenone

Katsuhiko Tomooka, Katsuya Ishikawa, Md Al-Masum, Takeshi Nakai

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Reductions of the title epoxide with DIBAL, NaBH4, and LiBEt3H are shown to afford the cis-3-hydroxymethyl-5-siloxy-l-cyclopentene, 2- hydroxymethyl-4-siloxy-l-cyclopentene, and the 1- methyl-4-siloxy-2-cyclopentene-l-ol, respectively, in a high selectivity.

Original languageEnglish
Pages (from-to)645-646
Number of pages2
JournalSynlett
Volume1993
Issue number9
DOIs
Publication statusPublished - Sep 1 1993
Externally publishedYes

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Cyclopentanes
Epoxy Compounds
cyclopentenone

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Regio- and stereocontrol in the reductive ring opening of the spirocyclic epoxide derived from the 4-siloxy-2-cyclopentenone. / Tomooka, Katsuhiko; Ishikawa, Katsuya; Al-Masum, Md; Nakai, Takeshi.

In: Synlett, Vol. 1993, No. 9, 01.09.1993, p. 645-646.

Research output: Contribution to journalArticle

Tomooka, Katsuhiko ; Ishikawa, Katsuya ; Al-Masum, Md ; Nakai, Takeshi. / Regio- and stereocontrol in the reductive ring opening of the spirocyclic epoxide derived from the 4-siloxy-2-cyclopentenone. In: Synlett. 1993 ; Vol. 1993, No. 9. pp. 645-646.
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