Tetrahedron letters

Synthesis of 3-(4-heteroaryl-phenyl)-8-oxabicyclo [3.2. 1] octane-2-carboxylic acid methyl esters

L Torun, S Liu, BK Madras, PC Meltzer

Index: Torun, Lokman; Liu, Shanghao; Madras, Bertha K.; Meltzer, Peter C. Tetrahedron Letters, 2006 , vol. 47, # 4 p. 599 - 603

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Citation Number: 8

Abstract

Cross coupling protocols were applied for the synthesis of 3-(4-heteroaryl-phenyl)-8- oxabicyclo [3.2. 1] oct-2-ene-2-carboxylic acid methyl esters. Stille conditions produced the corresponding products in reasonable yields. Samarium iodide reduction of the resulting coupling products produced the 2β-carbomethoxy-3α-aryl-8-oxabicyclo [3.2. 1] octane diastereoisomers as the major, and the 2β-carbomethoxy-3β-aryl-8-oxabicyclo [3.2. 1] ...