Acyloxylactonisations mediated by lead tetracarboxylates
IF Cottrell, AR Cowley, LJ Croft, L Hymns, MG Moloney…
Index: Cottrell, Ian F.; Cowley, Andrew R.; Croft, Laura J.; Hymns, Lauren; Moloney, Mark G.; Nettleton, Ewan J.; Kirsty Smithies; Thompson, Amber L. Tetrahedron, 2009 , vol. 65, # 12 p. 2537 - 2550
Full Text: HTML
Citation Number: 10
Abstract
The reaction of lead (IV) tetracarboxylates with carboxylic acids containing unsaturated side chains has been found to give acyloxy lactone products in a diastereoselective process; the reaction can be extended to lead (IV) tetrazolates to give the analogous outcome. Mechanistic implications of these results are discussed.
Related Articles:
[Nicolai, Stefano; Piemontesi, Cyril; Waser, Jerome Angewandte Chemie - International Edition, 2011 , vol. 50, # 20 p. 4680 - 4683]
Synthesis of Small and Large Fused Bicyclic Compounds by Tandem Dienyne Ring-Closing Metathesis
[Park, Hyeon; Hong, You-Lee; Kim, Yongjoo B.; Choi, Tae-Lim Organic Letters, 2010 , vol. 12, # 15 p. 3442 - 3445]
Reagent-controlled stereoselective iodolactonizations
[Haas, Juergen; Piguel, Sandrine; Wirth, Thomas Organic Letters, 2002 , vol. 4, # 2 p. 297 - 300]
A convenient high yield version of the ester Claisen rearrangement. Preliminary communication
[Petrzilka,M. Helvetica Chimica Acta, 1978 , vol. 61, p. 2286 - 2289]
[Smith,A.B.; Toder,B.H.; Branca,S.J. Journal of the American Chemical Society, 1981 , vol. 103, p. 1996]