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Synthesis of the C50 diastereomers of the C33–C51 fragment of stambomycin D
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Wang, Yongchen, Chintalapudi, Venkaiah, Gudmundsson, Haraldur G., Challis, Gregory L. and Anderson, Edward A. (2021) Synthesis of the C50 diastereomers of the C33–C51 fragment of stambomycin D. Organic Chemistry Frontiers, 9 (2). pp. 445-449. doi:10.1039/d1qo01635k ISSN 2052-4129.
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WRAP-synthesis-C50-diastereomers-C33–C51-fragment-stambomycin-D-Challis-2022.pdf - Accepted Version - Requires a PDF viewer. Download (757Kb) | Preview |
Official URL: https://doi.org/10.1039/d1qo01635k
Abstract
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.
| Item Type: | Journal Article | ||||||||||||
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| Subjects: | Q Science > QD Chemistry Q Science > QP Physiology R Medicine > RM Therapeutics. Pharmacology |
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| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||||||
| SWORD Depositor: | Library Publications Router | ||||||||||||
| Library of Congress Subject Headings (LCSH): | Macrolide antibiotics, Stereochemistry, Polyketides -- Synthesis, Diastereoisomers | ||||||||||||
| Journal or Publication Title: | Organic Chemistry Frontiers | ||||||||||||
| Publisher: | Royal Society of Chemistry | ||||||||||||
| ISSN: | 2052-4129 | ||||||||||||
| Official Date: | 8 December 2021 | ||||||||||||
| Dates: |
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| Volume: | 9 | ||||||||||||
| Number: | 2 | ||||||||||||
| Page Range: | pp. 445-449 | ||||||||||||
| DOI: | 10.1039/d1qo01635k | ||||||||||||
| Status: | Peer Reviewed | ||||||||||||
| Publication Status: | Published | ||||||||||||
| Access rights to Published version: | Restricted or Subscription Access | ||||||||||||
| Date of first compliant deposit: | 7 March 2022 | ||||||||||||
| Date of first compliant Open Access: | 8 December 2022 | ||||||||||||
| RIOXX Funder/Project Grant: |
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