Chemoselective\nDeprotection of Symmetrically Diprotected\nResorcinol <i>N</i>‑Methyliminodiacetate (MIDA) Boronates\nUsing the MIDA Boronate Moiety as a Blocking Group: Synthesis of Monoprotected\nResorcinol MIDA Boronates

A novel protocol for the synthesis of monoprotected resorcinol <i>N</i>-methyliminodiacetate (MIDA) boronates was developed via\nthe chemoselective deprotection of diprotected resorcinol MIDA derivatives\nwith identical protecting groups, utilizing the MIDA boronate moiety\nas a blocking group for deprotection. This protocol exhibited a broad\nsubstrate scope, and the resulting MIDA boronates were readily isolated\nby simple filtration from the reaction mixture. Furthermore, the utility\nof this protocol was demonstrated by converting the resulting MIDA\nboronates into value-added chemicals containing resorcinol scaffolds.

Publication Details

Journal
Figshare
Published
2024-12-12
DOI
https://doi.org/10.1021/acs.orglett.4c04027.s001
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
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article

Chemoselective\nDeprotection of Symmetrically Diprotected\nResorcinol N‑Methyliminodiacetate (MIDA) Boronates\nUsing the MIDA Boronate Moiety as a Blocking Group: Synthesis of Monoprotected\nResorcinol MIDA Boronates

Figshare
Organoboron and organosilicon chemistry
article

Chemoselective\nDeprotection of Symmetrically Diprotected\nResorcinol N‑Methyliminodiacetate (MIDA) Boronates\nUsing the MIDA Boronate Moiety as a Blocking Group: Synthesis of Monoprotected\nResorcinol MIDA Boronates

article en

Abstract

A novel protocol for the synthesis of monoprotected resorcinol <i>N</i>-methyliminodiacetate (MIDA) boronates was developed via\nthe chemoselective deprotection of diprotected resorcinol MIDA derivatives\nwith identical protecting groups, utilizing the MIDA boronate moiety\nas a blocking group for deprotection. This protocol exhibited a broad\nsubstrate scope, and the resulting MIDA boronates were readily isolated\nby simple filtration from the reaction mixture. Furthermore, the utility\nof this protocol was demonstrated by converting the resulting MIDA\nboronates into value-added chemicals containing resorcinol scaffolds.

Figshare
Openalex Percentile: Top 72%
Organoboron and organosilicon chemistry
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