122246-01-9Relevant academic research and scientific papers
A catalytic approach to the MH-031 lactone: Application to the synthesis of geralcin analogs
Tello-Aburto, Rodolfo,Lucero, Alyssa N.,Rogelj, Snezna
, p. 6266 - 6268 (2014)
A concise, 5-step synthesis of the hepatoprotective lactone MH-031 was achieved. Our approach utilizes several catalytic processes, namely, a Rauhut-Currier reaction, a chemoselective Fisher esterification, and a ring closing metathesis. Further elaboration of this lactone yielded the hydrazide natural product geralcin A and dihydrogeralcin B, a saturated analog of geralcin B. Biological evaluation of the latter indicated that the presence of the enehydrazide moiety in geralcin B is critical for anticancer activity.
Tandem Regioselective Hydroformylation-Hydrogenation of Internal Alkynes Using a Supramolecular Catalyst
Fang, Weiwei,Breit, Bernhard
, p. 14817 - 14821 (2018/10/24)
New supramolecular ligands containing an acyl guanidine function were designed based on the strategy of increasing the π-acceptor ability of phosphine ligands by introducing electron-withdrawing groups. By applying this novel catalytic system, a general protocol for the Rh-catalysed hydroformylation-hydrogenation of unsymmetrical internal alkynes, functionalized with a carboxylic acid, was found to furnish aliphatic aldehydes in high regio- and chemoselectivities. Control experiments confirm the enzyme-like supramolecular catalyst mode of action.
Total synthesis of geralcin A, a representative of a new family of hydrazine-containing natural products
Le Goff, Géraldine,Roulland, Emmanuel,Ouazzani, Jamal
supporting information, p. 5299 - 5301 (2013/09/12)
The first total synthesis of geralcin A (2), a naturally occurring α,β-unsaturated γ-lactonohydrazide produced by Streptomyces sp. LMA-545, was achieved according to the hypothetical biosynthesis we have previously published. MH-031 (1), the plausible nat
