Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor

Enzyme-catalyzed desymmetric glycosylations are often found in nature, however the corresponding chemical methods are lacking. Here, the authors report a highly diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols found in myo-inositol 1,3,5-orthoesters using a boronic acid catalyst.

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Autores principales:	Masamichi Tanaka, Koji Sato, Ryoki Yoshida, Nobuya Nishi, Rikuto Oyamada, Kazuki Inaba, Daisuke Takahashi, Kazunobu Toshima
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2020
Materias:	Science Q
Acceso en línea:	https://doaj.org/article/6a02c12a16984aab9f77d059b704e15f
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spelling	oai:doaj.org-article:6a02c12a16984aab9f77d059b704e15f2021-12-02T15:54:44ZDiastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor10.1038/s41467-020-16365-82041-1723https://doaj.org/article/6a02c12a16984aab9f77d059b704e15f2020-05-01T00:00:00Zhttps://doi.org/10.1038/s41467-020-16365-8https://doaj.org/toc/2041-1723Enzyme-catalyzed desymmetric glycosylations are often found in nature, however the corresponding chemical methods are lacking. Here, the authors report a highly diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols found in myo-inositol 1,3,5-orthoesters using a boronic acid catalyst.Masamichi TanakaKoji SatoRyoki YoshidaNobuya NishiRikuto OyamadaKazuki InabaDaisuke TakahashiKazunobu ToshimaNature PortfolioarticleScienceQENNature Communications, Vol 11, Iss 1, Pp 1-10 (2020)
institution	DOAJ
collection	DOAJ
language	EN
topic	Science Q
spellingShingle	Science Q Masamichi Tanaka Koji Sato Ryoki Yoshida Nobuya Nishi Rikuto Oyamada Kazuki Inaba Daisuke Takahashi Kazunobu Toshima Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
description	Enzyme-catalyzed desymmetric glycosylations are often found in nature, however the corresponding chemical methods are lacking. Here, the authors report a highly diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols found in myo-inositol 1,3,5-orthoesters using a boronic acid catalyst.
format	article
author	Masamichi Tanaka Koji Sato Ryoki Yoshida Nobuya Nishi Rikuto Oyamada Kazuki Inaba Daisuke Takahashi Kazunobu Toshima
author_facet	Masamichi Tanaka Koji Sato Ryoki Yoshida Nobuya Nishi Rikuto Oyamada Kazuki Inaba Daisuke Takahashi Kazunobu Toshima
author_sort	Masamichi Tanaka
title	Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
title_short	Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
title_full	Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
title_fullStr	Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
title_full_unstemmed	Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
title_sort	diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor
publisher	Nature Portfolio
publishDate	2020
url	https://doaj.org/article/6a02c12a16984aab9f77d059b704e15f
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Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor

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