Total synthesis of Antibiotic Нуgromycin A

Noritaka Chida; Masami Ohtsuka; Keiichi Nakazawa; Seiichiro Ogawa

doi:10.1021/jo00009a009

Total synthesis of Antibiotic Нуgromycin A

Noritaka Chida, Masami Ohtsuka, Keiichi Nakazawa, Seiichiro Ogawa

Department of Applied Chemistry

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Abstract

The first total synthesis of the antibiotic (−)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.

Original language	English
Pages (from-to)	2976-2983
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	56
Issue number	9
DOIs	https://doi.org/10.1021/jo00009a009
Publication status	Published - 1991 Apr 1

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo00009a009

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title = "Total synthesis of Antibiotic Нуgromycin A",

abstract = "The first total synthesis of the antibiotic (−)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.",

author = "Noritaka Chida and Masami Ohtsuka and Keiichi Nakazawa and Seiichiro Ogawa",

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AU - Nakazawa, Keiichi

AU - Ogawa, Seiichiro

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N2 - The first total synthesis of the antibiotic (−)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.

AB - The first total synthesis of the antibiotic (−)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.

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Total synthesis of Antibiotic Нуgromycin A

Abstract

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