A new synthesis of leukotriene B-3 methyl ester is reported, starting from bis(trimethylsilyl) unsaturated derivatives as building blocks for the triene moiety of the leukotriene. The two stereogenic centers have been generated by enantioselective chemical reduction of two acetylenic ketones with both R-or S-Alpine Borane (R). The three conjugated double bonds system of the leukotriene has been assembled by Miyaura-Suzuki cross-coupling reaction. (C) 1998 Elsevier Science Ltd. All rights reserved.
New Synthesis of Leukotriene B3 Methyl Ester from bis(Trimethylsilyl) Unsaturated Derivatives
BABUDRI, Francesco;PUNZI, Angela;
1998-01-01
Abstract
A new synthesis of leukotriene B-3 methyl ester is reported, starting from bis(trimethylsilyl) unsaturated derivatives as building blocks for the triene moiety of the leukotriene. The two stereogenic centers have been generated by enantioselective chemical reduction of two acetylenic ketones with both R-or S-Alpine Borane (R). The three conjugated double bonds system of the leukotriene has been assembled by Miyaura-Suzuki cross-coupling reaction. (C) 1998 Elsevier Science Ltd. All rights reserved.File in questo prodotto:
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