Synthetic studies towards Pseudoxylallemycin B, an antibiotic active against gram-negative bacteria: total synthesis of 3-epi-Pseudoxylallemycin B

TitleSynthetic studies towards Pseudoxylallemycin B, an antibiotic active against gram-negative bacteria: total synthesis of 3-epi-Pseudoxylallemycin B
Publication TypeJournal Article
Year of Publication2018
AuthorsGunjal, VB
Secondary AuthorsReddy, SD
JournalTetrahedron Letters
Type of ArticleJournal Article
KeywordsCyclic tetrapeptides, Epimerization, Gram-negative bacteria, Macrolactamization, Propyl phosphonic anhydride (T3P)
AbstractIn an attempt towards the total synthesis of Pseudoxylallemycin B, a homo dimeric, N-methylated macrocyclic tetrapeptidic natural product, synthesis of its epimer at position 3 (d-Tyr instead of l-Tyr) is described here. During the course of synthesis we came across a striking yet unusual observation of complete epimerization which led to the formation of 3-epi-Pseudoxylallemycin B.
DOI10.1016/j.tetlet.2018.06.028
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.193
Divison category: 
Organic Chemistry

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