Tetrahedron letters

Enantioselective synthesis of the farnesyltransferase inhibitor, A-345665.0

…, M Fickes, M McLaughlin, B Rohde, T McDermott

Index: Rozema, Michael J.; Fickes, Michael; McLaughlin, Maureen; Rohde, Bridget; McDermott, Todd Tetrahedron Letters, 2006 , vol. 47, # 49 p. 8765 - 8768

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Citation Number: 1

Abstract

The stereoselective synthesis of A-345665.0 1, a novel farnesyl transferase inhibitor, is described. The key step involves a stereoselective addition of an imidazolyl Grignard reagent to aldehyde 8 in the presence of an external chiral auxiliary. Crystallization of the product as the dimeric zinc complex 12 facilitates the isolation of product in> 98: 2 er. The biaryl linkage is formed by the use of a Suzuki coupling, employing boronic acid 4 ...