Synthesis of the C50 diastereomers of the C33-C51 fragment of stambomycin D

被引：1

作者：

Wang, Yongchen ^{[1
]}

Chintalapudi, Venkaiah ^{[1
]}

Gudmundsson, Haraldur G. ^{[1
]}

Challis, Gregory L. ^{[2
,3
,4
,5
]}

Anderson, Edward A. ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA, England

[2] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

[3] Univ Warwick, Warwick Integrat Synthet Biol Ctr, Coventry CV4 7AL, W Midlands, England

[4] Monash Univ, Dept Biochem & Mol Biol, Biomed Discovery Inst, Clayton, Vic 3800, Australia

[5] Monash Univ, ARC Ctr Excellence Innovat Peptide & Prot Sci, Biomed Discovery Inst, Clayton, Vic 3800, Australia

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

UNIVERSAL NMR DATABASE; STEREOCHEMICAL ASSIGNMENT; HOMOPROPARGYLIC ALCOHOLS; PROPARGYLIC MESYLATES; ALLENYLZINC REAGENTS; ACYCLIC COMPOUNDS; DIASTEREOISOMERS; CONFIGURATIONS; IDENTIFICATION; ACTIVATION;

D O I：

10.1039/d1qo01635k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

As products of genome mining, the stereochemical assignment of the macrolide antibiotics stambomycins A-D has been made on the basis of sequence analysis of the associated polyketide synthase, aside from two stereocentres at C28 and C50. Here we describe syntheses of the two C50 diastereomers of the C33-C51 region of the stambomycins, which support the PKS-based configurational assignment, and establish a strategy suitable for access to the extended stambomycin framework.

引用

页码：445 / 449

页数：5

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