Stereospecific Synthesis of Natural (+)Blastmycinone and Its Three (2<I>R</I>)-Diastereomers

スポンサーリンク

概要

• 論文の詳細を見る

• Natural (+)blastmycinone [(+)<B>1a</B>] and its three (2<I>R</I>)-diastereomers [(+)<B>1b</B>, (−)<B>1c</B>, and (−)<B>1d</B>] were synthesized through stereospecific routes <I>via</I> the corresponding (−)blastmycinolactol [(−)<B>2a</B>] and its diastereomeric hydroxylactones [(+)<B>2b</B>, (−)<B>2c</B>, and (−)<B>2d</B>] from methyl 4,6-<I>O</I>-benzylidene-3-<I>C</I>-butyl-3-deoxy-α-D-altropyranoside (<B>4</B>) prepared by the Grignard reaction of methyl 2,3-anhydro-4,6-<I>O</I>-benzylidene-α-D-mannopyranoside (<B>3</B>) with butylmagnesium chloride. By the synthesis the relative configurations of natural type of racemic blastmycinone and its all diastereomers were completely established.

• 公益社団法人 日本化学会の論文

著者

• Kinoshita Mitsuhiro

  Department of Applied Chemistry Engineering Faculty of Keio University

• Aburaki Shinpei

  Department of Applied Chemistry, Faculty of Engineering, Keio University

• Konishi Norio

  Department of Applied Chemistry, Faculty of Engineering, Keio University

関連論文

• Studies on Antibiotics and Related Substances. X. Syntheses of Some Unsaturated Ketocarboxylic Acids, Anti-tumor Substances
• Synthetic studies of amphotericin B. III. An enantiospecific synthesis of the C-1-C-19 segment of the amphotericin B aglycon.
• Total synthesis of aminoglycoside antibiotics, apramycin and saccharocin (KA-5685).
• Synthetic approach to 2,3,5-triamino-2,3,5-trideoxy-D-arabonic acid derivatives from 3,4,6-triazido-3,4,6-trideoxy-1,2-O-isopropylidene-.ALPHA.-D-glucopyranose.
• Enantiodivergent total syntheses of nanaomycins and their enantiomers, kalafungins.
• Syntheses of (3S, 4R, 15S)-4,15-Dimethyl-1,5-dioxa-3-(3′-formamidosalicylamido)-cyclopentadecane-2,6-dione and Its (15R)-Epimer, New Antimycin Analogs
• Total synthesis of a macrocyclic lactone antibiotic A26771B and its isomers using carbohydrates.
• A novel synthesis of a branched-chain amino sugar, methyl 2-amino-2,3-dideoxy-3-C-formyl-.ALPHA.-D-xylofuranoside-3'R,5-hemiacetal.
• Synthetic studies of rifamycins. III. The partial synthesis of rifamycin ansa-chain compounds from their degradation products.
• Synthetic studies of rifamycins. IV. The synthesis of rifamycin ansa-chain compound using carbohydrate.
• Studies on Aminosugars. XXIX. Syntheses of Nucleosides of 3-Amino-3-deoxy-3-C-hydroxymethyl-β-D-ribofuranose
• Total synthesis of elaiophylin (azalomycin B).
• Synthetic studies of rifamycins. II. Syntheses of methyl 2,4,6,7-tetradeoxy-4-C-methyl-3-O-METHYL-.ALPHA.-L-arabino-heptopyranosid-6-ulose and its derivatives utilizable in the construction of the rifamycin ansa chain portion.
• Synthetic studies of rifamycins. VIII. An improved practical synthesis of the ansa-chain compounds for the rifamycin W synthesis.
• Synthesis of Cyclic α-Amino Acids. IV. Syntheses of Adenine Nucleosides of 3-Amino-3-C-carboxy-3-deoxy-D-ribofuranose and 3-Amino-3-C-carboxy-3-deoxy-D-ribopyranose
• An enantiospecific synthesis of the C-21-C-37 segment of the aglycon of amphotericin B.
• Synthesis of (3S, 4S)- and (3S, 4R)-4-Amino-3-hydroxy-6-methylheptanoic Acid, and Their N-(Acetyl-L-valyl-L-valyl) Derivatives
• Stereospecific Synthesis of Natural (+)Blastmycinone and Its Three (2R)-Diastereomers
• Synthetic studies of erythromycins. IV. Total synthesis of erythronolide A.
• Total Syntheses of Antimycin A3 and Its Diastereomer

もっと見る 閉じる

スポンサーリンク