133161-12-3Relevant academic research and scientific papers
D-Glucose based syntheses of β-hydroxy derivatives of l-glutamic acid, l-glutamine, l-proline and a dihydroxy pyrrolidine alkaloid
Kumar, K. S. Ajish,Chattopadhyay, Subrata
, p. 19455 - 19464 (2015/06/09)
The β-hydroxy derivatives of l-glutamic acid, l-glutamine and l-proline, useful for peptide/protein studies, were synthesized starting from d-glucose. The C2 carbon in d-glucose provided the carboxylic acid functionality, while the amino and β-hydroxy groups of the amino acids were amenable from the C3 and C4 hydroxy groups of the sugar, respectively. The key intermediate with appropriate carbon framework of the target molecules was constructed by homologation of a suitable azido-d-glucofuranose derivative using the Arndt-Eistert reaction. This journal is
Total synthesis of (+)-valyldetoxinine and (-)-detoxin D1
Li,Han,Joullie
, p. 785 - 802 (2007/10/02)
The detoxin complex, metabolites produced by Streptomyces caespitosus var. detoxicus 7072 GC1, is a selective antagonist of the antibiotic blasticidin S. Two approaches toward the total synthesis of (+)-valyldetoxinine and (-)-detoxin D1/
AN ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE
Takahata, Hiroki,Banba, Yasunori,Momose, Takefumi
, p. 7635 - 7644 (2007/10/02)
By starting from the N-alkenylurethane 4, the epoxy urethane ent-5, and the pyrrolidine ent-6 available from the Katsuki-Sharpless kinetic resolution of N-benzyloxycarbonyl-3-hydroxy-1-pentenylamine (2) has been elaborated (-)-supinidine (1). Key Words: K
Asymmetric synthesis of 1-hydroxyindolizidines, biosynthetic precursors to the toxic indolizidine alkaloids slaframine and swainsonine
Takahata,Banba,Momose
, p. 763 - 764 (2007/10/02)
An enantioselective synthesis of 1-hydroxyindolizidines (1 and 2) from racemic N-benzyloxycarbonyl-3-hydroxy-4-pentenylamine (3) by following the Sharpless kinetic resolution, intramolecular amidomercuration, and radical Michael addition as key steps is d
ELECTROPHILIC OLEFIN HETEROCYCLIZATION IN ORGANIC SYNTHESIS. STEREOSELECTIVE INTRAMOLECULAR AMIDOMERCURATION OF γ-HYDROXY-δ,ε-UNSATURATED URETHANES
Tkahata, Hiroki,Tajima, Mayumi,Banba, Yasunori,Momose, Takefumi
, p. 2550 - 2552 (2007/10/02)
Mercuric acetate driven cyclization of γ-hydroxy-δ,ε-unsaturated urethanes 1a,b proceeded regio- and stereoselectively to afford cis-2-acetoxymercurymethyl-3-hydroxypyrrolidines 2a,b, respectively.These were transformed into the key intermediates for seve
