著者
伊藤 芳雄 寺島 孜郎
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.47, no.7, pp.606-618, 1989
被引用文献数
1 19

The 1β-methylcarbapenem antibiotics represented by 3, 4, and 5, have been the focus of current synthetic endeavor due to prominent antibacterial activities and broad spectra as well as enhanced chemical and metabolic stability. Progress of the syntheses of 1β-methylcarbapenem key intermediates represented by 6, are reviewed based on the synthetic methods of the characteristic 1β-methyl substituent involved in the contiguous four chiral centers of 6.
著者
伊藤 芳雄 寺島 孜郎
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.47, no.7, pp.606-618, 1989-07-01 (Released:2009-11-13)
参考文献数
56
被引用文献数
17 19

The 1β-methylcarbapenem antibiotics represented by 3, 4, and 5, have been the focus of current synthetic endeavor due to prominent antibacterial activities and broad spectra as well as enhanced chemical and metabolic stability. Progress of the syntheses of 1β-methylcarbapenem key intermediates represented by 6, are reviewed based on the synthetic methods of the characteristic 1β-methyl substituent involved in the contiguous four chiral centers of 6.
著者
寺島 孜郎
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.40, no.1, pp.20-41, 1982-01-01 (Released:2009-11-13)
参考文献数
199
被引用文献数
39 37

Chemical synthesis of anthracycline antibiotics which attract much attention due to their promising therapeutic properties against various types of human cancers, is reviewed.The synthetic routes to these novel antibiotics are described on a) preparation of the aglycones, anthracyclinones, b) synthesis of the aminosugars represented by L-daunosamine, and c) coupling of the two components by glycosidation reaction. The aglycone syntheses on which much synthetic efforts have recently been paid, are further summarized based on the key reactions constructing the tetracyclic system of anthracyclinones : a) Friedel-Crafts reaction, b) Diels-Alder reaction, and c) 1, 2- or 1, 4-addition reaction; and on the preparation methods for optically active aglycones.Full scope of the anthracycline synthesis is disclosed by delineating the key point of each synthetic scheme.