Synthetic Communications p. 1055 - 1062 (2013)
Update date:2022-08-04
Topics:
Liu, Mingshun
Chen, Yaqing
Fu, Nanyan
A series of C3-position adamantyl-substituted β-lactams were synthesized via uncatalyzed Staudinger reaction between adamantylketene generated by thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome of the reaction was mainly the formation of trans-products, a result attributed to a two-step mechanism leading to the most stable products.
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