NEW SYNTHESIS OF LEUKOTRIENE B-3 METHYL-ESTER FROM BIS(TRIMETHYLSILYL) UNSATURATED DERIVATIVES

Authors
BABUDRI F FIANDANESE V HASSAN O PUNZI A NASO F
Citation
F. Babudri et al., NEW SYNTHESIS OF LEUKOTRIENE B-3 METHYL-ESTER FROM BIS(TRIMETHYLSILYL) UNSATURATED DERIVATIVES, Tetrahedron, 54(17), 1998, pp. 4327-4336
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
17
Year of publication
1998
Pages
4327 - 4336
Database
ISI
SICI code
0040-4020(1998)54:17<4327:NSOLBM>2.0.ZU;2-A
Abstract
A new synthesis of leukotriene B-3 methyl ester is reported, starting from bis(trimethylsilyl) unsaturated derivatives as building blocks fo r the triene moiety of the leukotriene. The two stereogenic centers ha ve been generated by enantioselective chemical reduction of two acetyl enic ketones with both R-or S-Alpine Borane (R). The three conjugated double bonds system of the leukotriene has been assembled by Miyaura-S uzuki cross-coupling reaction. (C) 1998 Elsevier Science Ltd. All righ ts reserved.