MOP and EE Protecting Groups in Synthesis of α-
or β‑Naphthyl‑C‑Glycosides
from Glycals

Parkan, Kamil

MOP and EE Protecting Groups in Synthesis of α- or β‑Naphthyl‑C‑Glycosides from Glycals

Posted on 2018-07-16 - 08:13

The development of effective protection strategies is essential in the synthesis of complex carbohydrates and glycomimetics. This article describes a versatile four-stage protocol for the synthesis of α- or β-aryl-C-glycosides from unprotected d-glycals using two acetal protecting groups, ethoxyethyl and methoxypropyl, which are stable under harsh basic conditions and convenient for the C-1 metalation of glycals. Their stability was investigated in subsequent cross-coupling reactions with 1-iodonaphthalene followed by oxidative/reductive transformations to naphthyl-C-glycosides.

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Choutka, Jan; Pohl, Radek; Parkan, Kamil (2018). MOP and EE Protecting Groups in Synthesis of α- or β‑Naphthyl‑C‑Glycosides from Glycals. ACS Publications. Collection. https://doi.org/10.1021/acsomega.8b00901

https://doi.org/10.1021/acsomega.8b00901

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