Issue 36, 2023

A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH2X2 derived C1-building blocks

Abstract

A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C1-units is reported. The underlying synthesis of C6-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been realized for every glycol motif by strategic variation of the sequence.

Graphical abstract: A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH2X2 derived C1-building blocks

Supplementary files

Article information

Article type
Edge Article
Submitted
21 7月 2023
Accepted
12 8月 2023
First published
04 9月 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2023,14, 9838-9842

A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH2X2 derived C1-building blocks

S. Kirupakaran, G. Arago and C. Hirschhäuser, Chem. Sci., 2023, 14, 9838 DOI: 10.1039/D3SC03778A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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