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3-Hydroxyleukotriene B4 (3-OH-LTB4): total synthesis and stereochemical assignment

Authors :
Bhatt, Rama K.
Chauhan, Kamlesh
Wheelan, Pat
Murphy, Robert C.
Falck, J.R.
Source :
Journal of the American Chemical Society. June 15, 1994, Vol. 116 Issue 12, p5050, 7 p.
Publication Year :
1994

Abstract

Triply convergent strategy is used for the sequential union of propargylic arsonium salts with pyranosides and furanose to enable the total asymmetric synthesis of 3-hydroxyleukotriene B4(3-OH-LTB4). Palladium-mediated coupling is the vital step in the process. 3(S)-isomer is the major component in the enzyme produced product. Chromatography and mass spectra are employed for stereochemical assignment.

Details

ISSN :
00027863
Volume :
116
Issue :
12
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.15587869