Synthesis of substituted α, β-unsaturated δ-lactones from vinyl tellurides
JM Oliveira, JCR Freitas, JV Comasseto, PH Menezes
Index: Oliveira, Juliana M.; R. Freitas, Juliano C.; Comasseto, Joao Valdir; Menezes, Paulo Henrique Tetrahedron, 2011 , vol. 67, # 16 p. 3003 - 3009
Full Text: HTML
Citation Number: 23
Abstract
A new approach for the synthesis of α, β-unsaturated δ-lactones, a unit present in many natural products with interesting biological activities is described. The approach was based on the use of a vinyl telluride, and it is complementary to the methods using ring-closing metathesis. The sequence was performed in good overall yield with retention of the Z- double bond geometry.
Related Articles:
Total synthesis of berkelic acid
[Snaddon, Thomas N.; Buchgraber, Philipp; Schulthoff, Saskia; Wirtz, Conny; Mynott, Richard; Fuerstner, Alois Chemistry - A European Journal, 2010 , vol. 16, # 40 p. 12133 - 12140]
[Dewi-Wuelfing, Purnama; Gebauer, Julian; Blechert, Siegfried Synlett, 2006 , # 3 p. 487 - 489]
[Hale, Karl J.; Maczka, Maciej; Kaur, Amarjit; Manaviazar, Soraya; Ostovar, Mehrnoosh; Grabski, Milosz Organic Letters, 2014 , vol. 16, # 4 p. 1168 - 1171]
A convenient synthesis of homochiral δ-alkylated α, β-unsaturated δ-lactones
[Hoeyer, Thomas; Kjaer, Anders; Lykkesfeldt, Jens Collection of Czechoslovak Chemical Communications, 1991 , vol. 56, # 5 p. 1042 - 1051]
[Hale, Karl J.; Maczka, Maciej; Kaur, Amarjit; Manaviazar, Soraya; Ostovar, Mehrnoosh; Grabski, Milosz Organic Letters, 2014 , vol. 16, # 4 p. 1168 - 1171]