37 C_<20>ジベレリン類の全合成的研究

スポンサーリンク

概要

• 論文の詳細を見る

• Results of the studies directed to total synthesis of C_<20>-gibberellins are presented. Starting from the tetracyclic enone 2, the key intermediate for our total syntheses of diterpene alkaloids, compound 37 having the ABCE ring system of the gibbane skeleton was synthesized in a stereocontrolled manner and in good yield. Hydrocyanation of the hydrindenone derivative 18 to the cis hydrindanyl carbonitrile 19 was effected in excellent yield with diethylaluminum cyanide in methylene chloride. A new method for formylolefination was successfully applied to the angular carboxaldehydes (33 and 36) giving 34 and 37 in excellent yields. In a model experiment using steroid molecule, a new one-step method for building-up of the BCD ring system was established (42→43). Another model experiment for construction of the AE ring system was accomplished using the tetracyclic secondary amine 46 giving 49. Investigation for conversion of 37 into gibberellin A_<15> is in progress.

• 天然有機化合物討論会の論文
• 1968-09-20

著者

• 永田 亘

  塩野義製薬株式会社研究所

• 成定 昌幸

  塩野義製薬株式会社研究所

• 永田 亘

  塩野義研

• 若林 利生

  塩野義研

• 成定 昌幸

  塩野義研

• 早瀬 善男

  塩野義研

• 早瀬 善男

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 若林 利生

  Shionogi Research Laboratory:(present Address)central Research Institute Teijin Limited

関連論文

• Synthesis of 17-Hydroxyimino Steroids and their O-Alkyl Derivatives
• 6. dl-ジベレリンA_の生理活性
• オキサセフェム系抗生物質の開発研究
• Studies of Antitumor-Active 5-Fluorouracil Derivatives. I. Synthesis of N-Phthalidyl 5-Fluorouracil Derivatives
• 1-オキサセフェム誘導体の合成と抗菌活性 (「医薬品開発をめぐる生理活性物質の合成」特集号)
• 63 分子内閉環による7α-メトキシ-1-オキサセフェム骨格の新しい立体制御的合成
• 新しい骨核を有する合成β-ラクタム抗生物質 (新しい抗生物質の開発と合成)
• Synthetic Studies on Isoquinoline Alkaloids. I. An Efficient Synthesis of 9,10-Substituted Protoberberine Alkaloids
• Synthesis of Bridged Steroids. VII. B-Norsteroids having a Gibbane B-C-D Ring System. (2). Synthesis of the 7-Deoxygibberellin Type Ring System
• Synthesis of Bridged Steroids. VI. B-Norsteroids having a Gibbane B-C-D Ring System. (1). Synthesis of 5-Cyano-B-norsteroids via Hydrocyanation
• 39 dl-ジベレリンA_の立体選択的全合成に於る問題点
• 37 C_ジベレリン類の全合成的研究
• Synthesis of Bridged Steroids. III. Cholestane Derivatives having a Bridged Bicyclo [2. 2. 2] octane Ring System of the Atisine Type
• Synthesis of Bridged Steroids. II. Steroids having a Bridged Bicyclo [3. 2. 1] octane Ring System of the Kaurene Type
• Synthesis of Bridged Steroids. I. Steroids having a Bridged Bicyclo [3. 2. 1] octane Ring System of the Phyllocladene Type
• Nuclear Magnetic Resonance Spectroscopic Evidence for Distorted Conformations of the C-Rings in 8β, 11β- and 11β, 13β-Bridged Steroids
• 28.新hydrocyanation法とそのステロイド合成への応用
• 医薬化学部会の設立について
• 有機合成化学 : その現代的意義
• 5α-Pregnan-3β-ol-20-one及びLatifoline,Conessineの全合成
• オキサセフェムの開発
• 第1回長井記念シンポジウム
• 1-オキサセフェム誘導体の合成と抗菌活性

もっと見る 閉じる

スポンサーリンク