著者
柴崎 正勝 池上 四郎
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.7, pp.602-617, 1982-07-01 (Released:2009-11-13)
参考文献数
101
被引用文献数
1 1

This article describes recent total synthesis of natural products, in which highly stereo-and regioselective reactions by internal chelation with metal salts are involved. The first part of the report presents a number of total syntheses of natural products, which use highly stereoselective carbon-carbon bond forming reactions by internal chelation with metal salts. In the second part, natural product synthesis, which involves highly stereoselective reductions by internal chelation, is discussed. The final two parts of the article present synthesis of natural products, in which chelation-controlled regioselective reactions are included.
著者
橋本 俊一 本田 雄 柳谷 由己 中島 誠 池上 四郎
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.53, no.7, pp.620-632, 1995-07-01 (Released:2009-11-16)
参考文献数
38
被引用文献数
4 6

The rational design and development of stereocontrolled glycosidation reactions has been the subject of intensive investigations. Our interest in this context has been centered on the design of the leaving groups of glycosyl donors coupled with their activation without resorting to precious, explosive, or toxic heavy-metal salts as promoters. In an effort to capitalize on the phosphorus-containing leaving groups, we have recently devised new glycosyl donors incorporating diphenyl phosphate, diphenylphosphinimidate, N, N, N', N'-tetramethylphosphoroamidate, phosphorodiamidimidothioate, or diethyl phosphite as leaving groups, the glycosidations of which constitute mild and efficient methods for the highly stereocontrolled construction of 1, 2-trans-β-and 1, 2-cis-α-glycosidic linkages. In this paper, several notable features of the present glyosidation methods coupled with the mechanistic aspects are described.
著者
池上 四郎 柴崎 正勝
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.38, no.11, pp.1037-1052, 1980-11-01 (Released:2010-04-23)
参考文献数
67
被引用文献数
5 6

This review, including two parts, deals with recent progress in the prostaglandin field. The first part is concerned with the synthetic studies of endoperoxides, thromboxanes, prostacyclins and leukotrienes. The second describes briefly the biological properties of various stable synthetic analogs.
著者
伊関 克彦 間瀬 俊明 岡崎 徳二 柴崎 正勝 池上 四郎
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.31, no.12, pp.4448-4455, 1983-12-25 (Released:2008-03-31)
参考文献数
21
被引用文献数
7 9

Biologically interesting 9 (O)-methano-△6-prostaglandin I1 (9 (O)-methano-△6-PGI1), a chemically stable analog of prostacyclin (PGI2), was efficiently synthesized from 1, 3-cyclooctadiene with high stereo- and regiochemical control. In all three biological test systems examined, 9 (O)-methano-△6-PGI1 was found to be considerably less active than prostaglandin E1 (PGE1).