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

doi:10.1055/s-1993-22555

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 journal › Article › peer-review

5 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 language	English
Pages (from-to)	645-646
Number of pages	2
Journal	Synlett
Volume	1993
Issue number	9
DOIs	https://doi.org/10.1055/s-1993-22555
Publication status	Published - Sept 1 1993
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1055/s-1993-22555

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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.",

author = "Katsuhiko Tomooka and Katsuya Ishikawa and Md Al-Masum and Takeshi Nakai",

year = "1993",

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doi = "10.1055/s-1993-22555",

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T1 - Regio- and stereocontrol in the reductive ring opening of the spirocyclic epoxide derived from the 4-siloxy-2-cyclopentenone

AU - Tomooka, Katsuhiko

AU - Ishikawa, Katsuya

AU - Al-Masum, Md

AU - Nakai, Takeshi

PY - 1993/9/1

Y1 - 1993/9/1

N2 - 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.

AB - 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.

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U2 - 10.1055/s-1993-22555

DO - 10.1055/s-1993-22555

M3 - Article

AN - SCOPUS:0007057355

SN - 0936-5214

VL - 1993

SP - 645

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JO - Synlett

JF - Synlett

IS - 9

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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