Tetrahedron

Large-scale synthesis of 1, 1, 3, 3, 6-pentamethyl-1, 3-disilaindan-5-ol via a CoBr 2/Zn-catalyzed [2+ 2+ 2] cycloaddition reaction

…, E Kotani, R Tacke, D Miller, L Walsh, T Kawamoto

Index: Mizojiri, Ryo; Conroy, Richard; Daiss, Juergen; Kotani, Etsuo; Tacke, Reinhold; Miller, David; Walsh, Louise; Kawamoto, Tetsuji Tetrahedron, 2010 , vol. 66, # 39 p. 7738 - 7742

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Citation Number: 7

Abstract

1, 1, 3, 3, 6-Pentamethyl-1, 3-disilaindan-5-ol (2) is a key intermediate in the synthesis of new sila-substituted gonadotropin releasing hormone receptor antagonists, such as 1. In order to produce sufficient quantities of 1 for pharmacological and toxicological evaluation, an efficient synthesis of 2 has been developed.(1, 1, 3, 3, 6-Pentamethyl-1, 3-disilaindan-5- yl) methanal (11) was synthesized in a one-pot procedure. CoBr2/Zn-catalyzed [2+ 2+ 2] ...