Calixanthomycin A: Asymmetric Total Synthesis and Structural Determination

Kuanwei Chen; Tao Xie; Yanfang Shen; Haibing He; Xiaoli Zhao; Shuanhu Gao

doi:10.1021/acs.orglett.1c00193

Calixanthomycin A: Asymmetric Total Synthesis and Structural Determination

Kuanwei Chen
, Tao Xie
, Yanfang Shen
, Haibing He
, Xiaoli Zhao^*
, Shuanhu Gao^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

10 引用（Scopus）

摘要

We report the first asymmetric total synthesis and structural determination of calixanthomycin A. Taking advantage of a modular strategy, a concise approach was developed to assemble the hexacyclic skeleton with both enantiomers of the lactone A ring. Stereoselective glycosylation coupled the angular hexacyclic framework with a monosaccharide fragment to produce calixanthomycin A and its stereoisomers. This enable us to determine and assign the absolute configuration of C-25 (25S) and monosaccharide (derivative of l-glucose).

源语言	英语
页（从-至）	1769-1774
页数	6
期刊	Organic Letters
卷	23
期	5
DOI	https://doi.org/10.1021/acs.orglett.1c00193
出版状态	已出版 - 5 3月 2021

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10.1021/acs.orglett.1c00193

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abstract = "We report the first asymmetric total synthesis and structural determination of calixanthomycin A. Taking advantage of a modular strategy, a concise approach was developed to assemble the hexacyclic skeleton with both enantiomers of the lactone A ring. Stereoselective glycosylation coupled the angular hexacyclic framework with a monosaccharide fragment to produce calixanthomycin A and its stereoisomers. This enable us to determine and assign the absolute configuration of C-25 (25S) and monosaccharide (derivative of l-glucose).",

author = "Kuanwei Chen and Tao Xie and Yanfang Shen and Haibing He and Xiaoli Zhao and Shuanhu Gao",

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TY - JOUR

T1 - Calixanthomycin A

T2 - Asymmetric Total Synthesis and Structural Determination

AU - Chen, Kuanwei

AU - Xie, Tao

AU - Shen, Yanfang

AU - He, Haibing

AU - Zhao, Xiaoli

AU - Gao, Shuanhu

PY - 2021/3/5

Y1 - 2021/3/5

N2 - We report the first asymmetric total synthesis and structural determination of calixanthomycin A. Taking advantage of a modular strategy, a concise approach was developed to assemble the hexacyclic skeleton with both enantiomers of the lactone A ring. Stereoselective glycosylation coupled the angular hexacyclic framework with a monosaccharide fragment to produce calixanthomycin A and its stereoisomers. This enable us to determine and assign the absolute configuration of C-25 (25S) and monosaccharide (derivative of l-glucose).

AB - We report the first asymmetric total synthesis and structural determination of calixanthomycin A. Taking advantage of a modular strategy, a concise approach was developed to assemble the hexacyclic skeleton with both enantiomers of the lactone A ring. Stereoselective glycosylation coupled the angular hexacyclic framework with a monosaccharide fragment to produce calixanthomycin A and its stereoisomers. This enable us to determine and assign the absolute configuration of C-25 (25S) and monosaccharide (derivative of l-glucose).

UR - https://www.scopus.com/pages/publications/85101867870

U2 - 10.1021/acs.orglett.1c00193

DO - 10.1021/acs.orglett.1c00193

M3 - 文章

C2 - 33605734

AN - SCOPUS:85101867870

SN - 1523-7060

VL - 23

SP - 1769

EP - 1774

JO - Organic Letters

JF - Organic Letters

IS - 5

ER -

Calixanthomycin A: Asymmetric Total Synthesis and Structural Determination

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