Thiazolium-catalyzed additions of acylsilanes: a general strategy for acyl anion addition reactions

AE Mattson, AR Bharadwaj, AM Zuhl…

文献索引：Mattson, Anita E.; Bharadwaj, Ashwin R.; Zuhl, Andrea M.; Scheidt, Karl A. Journal of Organic Chemistry, 2006 , vol. 71, # 15 p. 5715 - 5724

全文：HTML全文

被引用次数: 118

摘要

A strategy utilizing N-heterocyclic carbenes (NHCs) derived from thiazolium salts has been developed for the generation of carbonyl anions from acylsilanes. Synthetically useful 1, 4- diketones and N-phosphinoyl-α-aminoketones have been prepared in good to excellent yields via NHC-catalyzed additions of acylsilanes to the corresponding α, β-unsaturated systems and N-phosphinoylimines. These organocatalytic reactions are air-and water- ...

~66%

~69%

~82%

~78%

~79%

~73%

~63%

~84%

~77%

~69%

~38%

~73%

~63%

~76%

~61%

Chemoenzymatic and yeast-catalysed synthesis of diastereomer...

[Forzato, Cristina; Furlan, Giada; Nitti, Patrizia; Pitacco, Giuliana; Valentin, Ennio; Zangrando, Ennio; Buzzini, Pietro; Goretti, Marta; Turchetti, Benedetta Tetrahedron Asymmetry, 2008 , vol. 19, # 17 p. 2026 - 2036]

Vicinal dianions of diethyl α-aroylsuccinates: a general syn...

[Pohmakotr, Manat; Sampaongoen, Laddawan; Issaree, Arisara; Tuchinda, Patoomratana; Reutrakul, Vichai Tetrahedron Letters, 2003 , vol. 44, # 35 p. 6717 - 6720]

Synthesis of 5-aryl-2-oxopyrrole derivatives as synthons for...

[Metten, Bert; Kostermans, Maarten; Van Baelen, Gitte; Smet, Mario; Dehaen, Wim Tetrahedron, 2006 , vol. 62, # 25 p. 6018 - 6028]

Conversion of 1, 3-Dicarbonyls to 1, 4-Dicarbonyls

[Saigo, Kazuhiko; Kurihara, Hiroshi; Miura, Hisao; Hongu, Akinori; Kubota, Naomi; et al. Synthetic Communications, 1984 , vol. 14, # 9 p. 787 - 796]