One-pot synthesis of β-lactams from aldimines and ketene silyl acetals by tandem lewis base-catalyzed Mannich-type addition and cyclization
An efficient method for one-pot synthesis of β-lactams from aldimines and ketene silyl acetals by tandem Lewis base-catalyzed Mannich-type addition and cyclization, namely reaction of benzylideneanilines and trimethylsilyl enolates derived from esters or thioesters was established by using a Lewis base catalyst such as lithium acetate, N-lithio-2-pyrrolidone, potassium salt of phthalimide or lithium methoxide in DMF at room temperature to afford the corresponding β-lactams in good to high yields with moderate trans-selectivities. Copyright
Synthesis of β-lactams and β-aminoesters via high intensity ultrasound-promoted Reformatsky reactions
Reformatsky reactions of an imine, an α-bromoester, zinc dust and a catalytic amount of iodine in dioxane under high intensity ultrasound (HIU) irradiation from an ultrasonic probe are explored. A series of 16 aldimines with varying electronic demands is
Ross, Nathan A.,MacGregor, Robert R.,Bartsch, Richard A.
p. 2035 - 2041
(2007/10/03)
TTMPP catalyzed one-pot silyl ketene acetal-imine condensation route to β-lactams
Highly nucleophilic phosphine, tris(2,4,6-trimethoxy phenyl) phosphine (TTMPP) catalyzes a unique one-pot cyclization reaction between silyl ketene acetal and aldimine, resulting in β-lactam. Copyright
Matsukawa, Satoru,Obu, Kayoko
p. 1626 - 1627
(2007/10/03)
Preparation of β-lactams by the condensation of lithium ester enolates with aryl aldimines
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Gluchowski,Cooper,Bergbreiter,Newcomb
p. 3413 - 3416
(2007/10/02)
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