Practical and highly selective sulfur ylide mediated asymmetric epoxidations and aziridinations using an inexpensive, readily available chiral sulfide. applications to …

O Illa, M Arshad, A Ros, EM McGarrigle…

Index: Illa, Ona; Arshad, Muhammad; Ros, Abel; McGarrigle, Eoghan M.; Aggarwal, Varinder K. Journal of the American Chemical Society, 2010 , vol. 132, # 6 p. 1828 - 1830

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Citation Number: 70

Abstract

Heating one of the most abundant naturally occurring inorganic chemicals (elemental sulfur) with one of the most readily available homochiral molecules (limonene) gives a one-step synthesis of a chiral sulfide which exhibits outstanding selectivities in sulfur ylide mediated asymmetric epoxidations and aziridinations. In particular reactions of benzyl and allylic sulfonium salts with both aromatic and aliphatic aldehydes gave epoxides with perfect ...

~66%

~94%

Stereocontrolled synthesis of quinine and quinidine

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Structure-activity relationships of cyclic enediynes related...

[Unno, Ryoichi; Michishita, Hisashi; Inagaki, Hideaki; Suzuki, Yoko; Baba, Yutaka; Jomori, Takahito; Moku, Masatoshi; Nishikawa, Toshio; Isobe, Minoru Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 5 p. 903 - 919]