A mild, room-temperature protection of ketones and aldehydes as 1,3-dioxolanes under basic conditions

Alfred Hassner; Chennakesava Reddy Bandi; Sharad Panchgalle

doi:10.1055/s-0032-1317529

A mild, room-temperature protection of ketones and aldehydes as 1,3-dioxolanes under basic conditions

Alfred Hassner
, Chennakesava Reddy Bandi
, Sharad Panchgalle

Department of Chemistry

Bar-Ilan University

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

7 Scopus citations

Abstract

Protection of ketones or aldehydes as 1,3-dioxolane derivatives proceeds within minutes at room temperature in the presence of N- hydroxybenzenesulfonamide, its O-benzyl derivative, or the tosyl analogue, in the absence of strong protonic acids, and in the presence of base (Et). Acid-sensitive groups such as O-THP, O-TBS, or N-Boc are unaffected.

Original language	English
Pages (from-to)	2773-2776
Number of pages	4
Journal	Synlett
Volume	23
Issue number	19
DOIs	https://doi.org/10.1055/s-0032-1317529
State	Published - 2012

Keywords

aldehydes
ketals
ketones
protecting groups
synthetic methods

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10.1055/s-0032-1317529

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abstract = "Protection of ketones or aldehydes as 1,3-dioxolane derivatives proceeds within minutes at room temperature in the presence of N- hydroxybenzenesulfonamide, its O-benzyl derivative, or the tosyl analogue, in the absence of strong protonic acids, and in the presence of base (Et). Acid-sensitive groups such as O-THP, O-TBS, or N-Boc are unaffected.",

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AU - Bandi, Chennakesava Reddy

AU - Panchgalle, Sharad

PY - 2012

Y1 - 2012

N2 - Protection of ketones or aldehydes as 1,3-dioxolane derivatives proceeds within minutes at room temperature in the presence of N- hydroxybenzenesulfonamide, its O-benzyl derivative, or the tosyl analogue, in the absence of strong protonic acids, and in the presence of base (Et). Acid-sensitive groups such as O-THP, O-TBS, or N-Boc are unaffected.

AB - Protection of ketones or aldehydes as 1,3-dioxolane derivatives proceeds within minutes at room temperature in the presence of N- hydroxybenzenesulfonamide, its O-benzyl derivative, or the tosyl analogue, in the absence of strong protonic acids, and in the presence of base (Et). Acid-sensitive groups such as O-THP, O-TBS, or N-Boc are unaffected.

KW - aldehydes

KW - ketals

KW - ketones

KW - protecting groups

KW - synthetic methods

UR - https://www.scopus.com/pages/publications/84868657136

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JO - Synlett

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ER -

A mild, room-temperature protection of ketones and aldehydes as 1,3-dioxolanes under basic conditions

Abstract

Keywords

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