Chiral 2,4,6-trihydroxycyclohexanones as potent building blocks: A convenient method for the preparation of enantiomerically pure acyclic 1,3-diols

Stefan F. Kirsch; Thorsten Bach

doi:10.1055/s-2005-872141

Chiral 2,4,6-trihydroxycyclohexanones as potent building blocks: A convenient method for the preparation of enantiomerically pure acyclic 1,3-diols

Stefan F. Kirsch, Thorsten Bach

Chair of Organic Chemistry 1

Technical University of Munich

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

1 Scopus citations

Abstract

The chiral triply silyl-protected 2,4,6-trihydroxycyclohexanones 1a and 1c were shown to be excellent precursors for the synthesis of chiral acyclic 1,3-diols. A three-step sequence provided easy access to syn- and anti-1,3-diols 4 (69-75% over three steps).

Original language	English
Article number	Z08305SS
Pages (from-to)	2657-2660
Number of pages	4
Journal	Synthesis
Issue number	16
DOIs	https://doi.org/10.1055/s-2005-872141
State	Published - 17 Oct 2005

Keywords

1,3-diols
Alcohols
Oxidations
Protecting groups
Stereoselective synthesis

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10.1055/s-2005-872141

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abstract = "The chiral triply silyl-protected 2,4,6-trihydroxycyclohexanones 1a and 1c were shown to be excellent precursors for the synthesis of chiral acyclic 1,3-diols. A three-step sequence provided easy access to syn- and anti-1,3-diols 4 (69-75% over three steps).",

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AU - Bach, Thorsten

PY - 2005/10/17

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N2 - The chiral triply silyl-protected 2,4,6-trihydroxycyclohexanones 1a and 1c were shown to be excellent precursors for the synthesis of chiral acyclic 1,3-diols. A three-step sequence provided easy access to syn- and anti-1,3-diols 4 (69-75% over three steps).

AB - The chiral triply silyl-protected 2,4,6-trihydroxycyclohexanones 1a and 1c were shown to be excellent precursors for the synthesis of chiral acyclic 1,3-diols. A three-step sequence provided easy access to syn- and anti-1,3-diols 4 (69-75% over three steps).

KW - 1,3-diols

KW - Alcohols

KW - Oxidations

KW - Protecting groups

KW - Stereoselective synthesis

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DO - 10.1055/s-2005-872141

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Chiral 2,4,6-trihydroxycyclohexanones as potent building blocks: A convenient method for the preparation of enantiomerically pure acyclic 1,3-diols

Abstract

Keywords

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