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2 Open Chemistry

2 2006

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Solvent reduced wittig olefination reactions with halo containing conjugated phosphoranes

100%

Thiemann T. , Tanaka Y. , Ideta K. , Mataka S.

Open Chemistry

2006

tom 4

nr 3

403-427

The Wittig reaction of carbaldehydes with alkoxycarbonylhalomethylidenetriphenylphosphoranes can be performed with ease in solventless systems. The analogous reaction of carbaldehydes with acylhalomethylidenetriphenylphosphoranes requires a small amount of solvent, such as chloroform, in order for the reaction to proceed. The products of the reaction are versatile precursors for further transformations, such as the Suzuki-Miyaura cross-coupling reaction.

Heteroareno-annelated estranes by triene cyclization

100%

Watanabe M. , Matsumoto T. , Mataka S. , Thiemann T.

Open Chemistry

2006

tom 4

nr 3

375-402

17-Thienyl-and 17-benzo[b]thienyl-3-hydroxyestra-1,3,5(10),16-tetraenes were synthesized by either sequential or one-pot Suzuki cross-coupling and Wittig olefination reactions. At 160 °C, heteroaryl substituted steroids were observed to undergo thermal intramolecular cyclization to produce E-ring heteroareno-annelated estranes.