Intramolecular Diels-Alder Reaction of Alkenyl Oxazole-5-carbamates and N-Alkenyl-oxazole-5-carboxamides

スポンサーリンク

概要

• 論文の詳細を見る

• Intramolecular cycloaddition of N-allyl-4-methyloxazole-5-carboxamides (1) gave the corresponding 6a-acetyl-2-hydroxy-6-oxotetrahydrofuro [2,3-c] pyrrolidines (3). Tricycloadducts (6) were obtained by the intramolecular Diels-Alder reaction of N-(3-butenyl)-4-methyl-N-phenyloxazole-5-carboxamides (4). Hydrolysis of the tricycloadducts (6) afforded 7a-acetyl-2-hydroxy-7-oxo-6-phenyl-tetrahydrofuro [2,3-c] piperidines (8). Treatment of the tricycloadducts (6) with acetic acid gave 1,2,3,4-tetrahydroisoquinolin-1-ones (10), 8a-hydroxy-1,2,3,4,5,6-hexahydroisoquinoline-1,6-diones (9') and 8a-hydroxy-1,2,3,4,5,8-hexahydroisoquinoline-1,8-diones (9). Similar intramolecular cycloaddition of alkenyl 4-methyloxazole-5-carbamates (11) is also described.

• 公益社団法人日本薬学会の論文
• 1983-12-25

著者

• 嶋田 定勝

  Production Technology Research Laboratories Daiichi Seiyaku Co. Ltd.

• 東條 俊明

  Research Laboratories Of Production Technology Daiichi Seiyaku Co. Ltd.

• 嶋田 定勝

  Research Laboratories of Production Technology, Daiichi Seiyaku Co., Ltd.

関連論文

• Reaction of 1,2,4-Triazines with N-Phenylmaleimide(Organic,Chemical)
• A Convenient Synthesis of Pyridoxine
• Intramolecular Diels-Alder Reaction of Alkenyl Oxazole-5-carbamates and N-Alkenyl-oxazole-5-carboxamides
• A One-Pot Synthesis of 3-Aminopyridines

スポンサーリンク