An efficient enantioselective total synthesis of (-)-X-14547A (indanomycin)

RK Boeckman Jr, EJ Enholm, DM Demko…

文献索引：Boeckman, Robert K.; Enholm, Eric J.; Demko, Donald M.; Charette, Andre B. Journal of Organic Chemistry, 1986 ,  vol. 51,  # 24  p. 4743 - 4745

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被引用次数: 24

摘要

Summary: A highly efficient and stereocontrolled enantioselective total synthesis of the antibiotic ionophore X-14547A (indanomycin)(1) is described. A particularly concise approach to the key pyranaldehyde intermediate 3 features the use of reductive lithiation to append the axial C (7) pyran side chain. A Wittig reaction was employed to couple the two major subunits 3 and 4 followed by intramolecular [4+ 21 cycloaddition to complete the ...