Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid

Tony K.M. Shing; Leong H. Wan

doi:10.1002/anie.199516431

Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid

Tony K.M. Shing, Leong H. Wan

化学科

研究成果: Article › 査読

30 被引用数 (Scopus)

抄録

Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)

本文言語	English
ページ（範囲）	1643-1645
ページ数	3
ジャーナル	Angewandte Chemie International Edition in English
巻	34
号	15
DOI	https://doi.org/10.1002/anie.199516431
出版ステータス	Published - 1995 8月 18

ASJC Scopus subject areas

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化学 (全般)

UN SDG

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10.1002/anie.199516431

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title = "Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid",

abstract = "Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)",

keywords = "aminosugars, asymmetric syntheses, dihydroxylations, quinic acid, valiolamine",

author = "Shing, {Tony K.M.} and Wan, {Leong H.}",

year = "1995",

month = aug,

day = "18",

doi = "10.1002/anie.199516431",

language = "English",

volume = "34",

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AU - Shing, Tony K.M.

AU - Wan, Leong H.

PY - 1995/8/18

Y1 - 1995/8/18

N2 - Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)

AB - Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)

KW - aminosugars

KW - asymmetric syntheses

KW - dihydroxylations

KW - quinic acid

KW - valiolamine

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

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ER -

Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid

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ASJC Scopus subject areas

UN SDG

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