Expedient total synthesis of pyrrothine natural products and analogs
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Expedient total synthesis of pyrrothine natural products and analogs. / Hjelmgaard, Thomas; Givskov, Michael; Nielsen, John.
In: Organic & Biomolecular Chemistry, Vol. 5, No. 2, 2006, p. 344-8.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Expedient total synthesis of pyrrothine natural products and analogs
AU - Hjelmgaard, Thomas
AU - Givskov, Michael
AU - Nielsen, John
N1 - Keywords: Anti-Bacterial Agents; Chemistry, Organic; Chromatography, Thin Layer; DNA-Directed RNA Polymerases; Lactams; Models, Chemical; Pseudomonas; RNA, Bacterial; Streptomyces; Xenorhabdus
PY - 2006
Y1 - 2006
N2 - This paper describes an expedient and straightforward total synthesis of the two pyrrothine natural products holomycin (7 steps, 11% overall) and xenorhabdin I (7 steps, 11% overall) and analogs thereof via a common late-stage intermediate. The pathway proceeds via the pyrrothine hydrochloride intermediate (6 steps, 17% overall) which also gave access to very fast synthesis of analogs as demonstrated by the synthesis of , and (7 steps, 11-12% overall).
AB - This paper describes an expedient and straightforward total synthesis of the two pyrrothine natural products holomycin (7 steps, 11% overall) and xenorhabdin I (7 steps, 11% overall) and analogs thereof via a common late-stage intermediate. The pathway proceeds via the pyrrothine hydrochloride intermediate (6 steps, 17% overall) which also gave access to very fast synthesis of analogs as demonstrated by the synthesis of , and (7 steps, 11-12% overall).
U2 - 10.1039/b616411k
DO - 10.1039/b616411k
M3 - Journal article
C2 - 17205179
VL - 5
SP - 344
EP - 348
JO - Organic & Biomolecular Chemistry
JF - Organic & Biomolecular Chemistry
SN - 1470-4358
IS - 2
ER -
ID: 10613700