Highly Diastereoselective Conjugate Addition of Lithiated γ-Crotonolactone (But-2-en-4-olide) to Cyclic Enones To Give Syn-Adducts: Application to a Brefeldin …

…, SC Vonwiller, TW Hambley, P Lelandais

Index: Haynes, Richard K.; Lam, William W.-L.; Yeung, Lam-Lung; Williams, Ian D.; Ridley, Andrew C.; Starling, Scott M.; Vonwiller, Simone C.; Hambley, Trevor W.; Lelandais, Patrick Journal of Organic Chemistry, 1997 , vol. 62, # 14 p. 4552 - 4553

Full Text: HTML

Citation Number: 23

Abstract

Lithiated allylic sulfoxides and phosphine oxides undergo diastereoselective conjugate addition to cyclic enones to provide vinylic products whose stereochemistry concisely relates to the geometry of the double bond in the starting allylic system. 1 From (E)-allylic systems are obtained syn-, and from (Z), the anti-, products. 1 There is substantial impetus for application of the process to carbonyl-stabilized allylic systems, 2 in particular those ...

Related Articles:

20-Hydroxyeicosatetraenoic acid (20-HETE): structural determinants for renal vasoconstriction

[Yu, Ming; Alonso-Galicia, Magdalena; Sun, Cheng-Wen; Roman, Richard J.; Ono, Naoya; Hirano, Hitomi; Ishimoto, Tsuyoshi; Reddy, Y. Krishna; Katipally, Kishta Reddy; Reddy, Komandla Malla; Gopal, V. Raj; et al. Bioorganic & Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2802 - 2822]

Asymmetric acetate aldol reactions in connection with an enantioselective total synthesis of macrolactin A

[Gonzalez, Angel; Aiguade, Josep; Urpi, Felix; Vilarrasa, Jaume Tetrahedron Letters, 1996 , vol. 37, # 49 p. 8949 - 8952]

Asymmetric acetate aldol reactions in connection with an enantioselective total synthesis of macrolactin A

[Gonzalez, Angel; Aiguade, Josep; Urpi, Felix; Vilarrasa, Jaume Tetrahedron Letters, 1996 , vol. 37, # 49 p. 8949 - 8952]

20-Hydroxyeicosatetraenoic acid (20-HETE): structural determinants for renal vasoconstriction

[Yu, Ming; Alonso-Galicia, Magdalena; Sun, Cheng-Wen; Roman, Richard J.; Ono, Naoya; Hirano, Hitomi; Ishimoto, Tsuyoshi; Reddy, Y. Krishna; Katipally, Kishta Reddy; Reddy, Komandla Malla; Gopal, V. Raj; et al. Bioorganic & Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2802 - 2822]

20-Hydroxyeicosatetraenoic acid (20-HETE): structural determinants for renal vasoconstriction

[Yu, Ming; Alonso-Galicia, Magdalena; Sun, Cheng-Wen; Roman, Richard J.; Ono, Naoya; Hirano, Hitomi; Ishimoto, Tsuyoshi; Reddy, Y. Krishna; Katipally, Kishta Reddy; Reddy, Komandla Malla; Gopal, V. Raj; et al. Bioorganic & Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2802 - 2822]

More Articles...