A General Strategy for the Synthesis of Monohydroxy-eicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5-HETE) and 12(S)-Hydroxy-5,8,14(Z), 10(E)-eicosatetraenoic Acid (12-HETE)

K. C. Nicolaou; T. Ladduwahetty; I. M. Taffer; R. E. Zipkin

doi:10.1055/s-1986-31612

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Synthesis 1986; 1986(4): 344-347
DOI: 10.1055/s-1986-31612

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A General Strategy for the Synthesis of Monohydroxy-eicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5-HETE) and 12(S)-Hydroxy-5,8,14(Z), 10(E)-eicosatetraenoic Acid (12-HETE)

K. C. Nicolaou^* , T. Ladduwahetty, I. M. Taffer, R. E. Zipkin

^*Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104. U. S. A.

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Publication Date:
27 September 2002 (online)

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Stereocontrolled total syntheses of 5(S)-hydroxy-6(E),8, 11,14(Z)-eicosatetraenoic acid (5-HETE) and 12(S)hydroxy-5,8,14 (Z), 10(E)-eicosatetraenoic acid (12-HETE) via palladium(0)-copper(I) coupling technology are described.