Asymmetric syntheses of panclicins A–E via [2+ 2] cycloaddition of alkyl (trimethylsilyl) ketenes to a β-silyloxyaldehyde
…, B Pelotier, JM Pons, H Prideaux
Index: Kocienski, Philip J.; Pelotier, Beatrice; Pons, Jean-Marc; Prideaux, Heather Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 8 p. 1373 - 1382
Full Text: HTML
Citation Number: 23
Abstract
Panclicins A–E, pancreatic lipase inhibitors from Streptomyces, were synthesised in a modular fashion starting with three alkyl (trimethylsilyl) ketenes, two amino acids and a single aldehyde component,(3R)-3-(tert-butyldimethylsilyloxy) decanal 11. The lone ...
Related Articles:
Synthesis of cyclic and acyclic imides, sulfonimides, and N-carbobenzyloxyamides by ketene trapping
[MaGee, David I.; Ramaseshan, Mahesh; Leach, James D. Canadian Journal of Chemistry, 1995 , vol. 73, # 12 p. 2111 - 2118]
Reactions of ketenes with ethoxyalkynes: Synthesis of 2, 2, 4-trialkylcyclobutane-1, 3-diones
[McCarney,C.C. et al. Tetrahedron, 1976 , vol. 32, p. 1189 - 1192]