siomycin-a and hydroquinone

siomycin-a has been researched along with hydroquinone* in 1 studies

Other Studies

1 other study(ies) available for siomycin-a and hydroquinone

Article	Year
Total synthesis of siomycin A: construction of synthetic segments. Chemistry, an Asian journal, 2008, Jun-02, Volume: 3, Issue:6 The five practical segments for the total synthesis of siomycin A, that is, the dehydropiperidine segment A (5), the pentapeptide segment B (3), the dihydroquinoline segment C (6), and the beta-phenylselenoalanine dipeptide segments D (7) and E (4), were synthesized. Segment A (5) was constructed by the coupling of the azomethine ylide and the chiral sulfinimine, followed by the stereoselective reduction of the six-membered imine function. Segment B (3) was synthesized by the phenylselenylation of the beta-lactone, stereoselective vinylzinc addition to the chiral sulfinimine, and oxazoline-thioamide conversion. Segment C (6) was prepared by the one-pot olefination of the tetrahydroquinoline N-oxide using triflic anhydride and triethylamine, stereoselective reduction of the methyl ketone function, and regioselective Yb(OTf)(3)-catalyzed epoxide opening by the amino group. Segments D (7) and E (4) were synthesized by coupling of the properly protected beta-phenylselenoalanines. Topics: Alkenes; Anti-Bacterial Agents; Crystallography, X-Ray; Hydroquinones; Imines; Models, Chemical; Models, Molecular; Molecular Structure; Peptides; Pyrrolidines; Stereoisomerism; Sulfhydryl Compounds; Sulfonium Compounds	2008

Article

Year

Total synthesis of siomycin A: construction of synthetic segments.

Chemistry, an Asian journal, 2008, Jun-02, Volume: 3, Issue:6

The five practical segments for the total synthesis of siomycin A, that is, the dehydropiperidine segment A (5), the pentapeptide segment B (3), the dihydroquinoline segment C (6), and the beta-phenylselenoalanine dipeptide segments D (7) and E (4), were synthesized. Segment A (5) was constructed by the coupling of the azomethine ylide and the chiral sulfinimine, followed by the stereoselective reduction of the six-membered imine function. Segment B (3) was synthesized by the phenylselenylation of the beta-lactone, stereoselective vinylzinc addition to the chiral sulfinimine, and oxazoline-thioamide conversion. Segment C (6) was prepared by the one-pot olefination of the tetrahydroquinoline N-oxide using triflic anhydride and triethylamine, stereoselective reduction of the methyl ketone function, and regioselective Yb(OTf)(3)-catalyzed epoxide opening by the amino group. Segments D (7) and E (4) were synthesized by coupling of the properly protected beta-phenylselenoalanines.

Topics: Alkenes; Anti-Bacterial Agents; Crystallography, X-Ray; Hydroquinones; Imines; Models, Chemical; Models, Molecular; Molecular Structure; Peptides; Pyrrolidines; Stereoisomerism; Sulfhydryl Compounds; Sulfonium Compounds

2008