PREPARATION OF BETA-LACTAMS BY THE CONDENSATION OF LITHIUM ESTER ENOLATES WITH ARYL ALDIMINES Academic Article

abstract

• The condensation of simple lithium ester enolates with appropriately substituted aryl imines produces -lactams in yields from 35 to 95%. Excellent stereoselectivity is observed in the preparation of -lactams with chiral centers at C-3 and C-4 of the -lactam ring. When chiral ester enolates are used, asymmetric induction occurs to yield optically active -lactams with up to 60% ee. Synthetic and mechanistic details of these reactions are discussed. 1980, American Chemical Society. All rights reserved.

authors

• Bergbreiter, David

published proceedings

• JOURNAL OF ORGANIC CHEMISTRY

altmetric score

• 6

author list (cited authors)

• GLUCHOWSKI, C., COOPER, L., BERGBREITER, D. E., & NEWCOMB, M.

citation count

• 72

complete list of authors

• GLUCHOWSKI, C||COOPER, L||BERGBREITER, DE||NEWCOMB, M

publication date

• August 1980

publisher

• American Chemical Society (ACS)  Publisher

published in

• Journal of Organic Chemistry  Journal

Digital Object Identifier (DOI)

• 10.1021/jo01305a008

start page

• 3413

end page

• 3416

volume

• 45

issue

• 17