Concise Synthesis of (1 R,2 S,3 R,6 R )-6-Ethoxy-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol, a Key Intermediate for the Synthesis of Uvacalols I and J

被引:1
|
作者
Surender, Banothu [1 ]
Vinaykumar, Allam [1 ]
Bharathkumar, Hanumantharayappa [1 ]
Rao, Batchu Venkateswara [1 ]
机构
[1] CSIR Indian Inst Chem Technol, Organ Synth & Proc Chem Dept, Uppal Rd, Hyderabad 500007, Andhra Pradesh, India
关键词
uvacalols; carbasugars; methyl glucopyranoside; asymmetric synthesis; RING CLOSING METATHESIS; POLYOXYGENATED CYCLOHEXENES; STEREOSELECTIVE-SYNTHESIS; STRUCTURAL VALIDATION; METABOLITES;
D O I
10.1055/s-0041-1737965
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Uvacalols are novel carbasugars isolated from the genera Uvaria. In this study, we report concise syntheses of (1R,2S,3R,6R)-6- ethoxy-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol, a key intermediate for the synthesis of uvacalols I and J, and of its epimer (1R,2S,3S,6R)- 6-ethoxy-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol, starting from cheap and readily available methyl D-glucopyranoside. © 2022 Georg Thieme Verlag. All rights reserved.
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页码:551 / 554
页数:4
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