88296-00-8Relevant academic research and scientific papers
Absolute asymmetric β-lactam synthesis via the solid-state photoreaction of acyclic monothioimides and the reaction trajectory in the chiral crystalline environment
Sakamoto, Masami,Takahashi, Masaki,Mino, Takashi,Fujita, Tsutomu
, p. 6713 - 6719 (2001)
Achiral N-methacryloylthiobenzanilide formed (Z,E)-conformation of the imide moiety and crystallized in a chiral fashion. The solid-state photoreaction gave optically active β-lactam. The dynamic molecular rearrangement for cyclization was elucidated on t
Thietane-fused β-Lactams via Photochemical Cycloaddition Reaction of N-(α,β-Unsaturated Carbonyl)thioamides
Sakamoto, Masami,Yanase, Tohru,Fujita, Tsutomu,Watanabe, Shoji,Aoyama, Hiromu,Omote, Yoshimori
, p. 403 - 407 (2007/10/02)
Photolysis of N-(α,β-unsaturated carbonyl)thioamides gave thietane-fused β-lactams in good yields, whereas some of the thioimides formed thiones via β-hydrogen abstraction of the thiocarbonyl group.Substituents at the α-position to the carbonyl carbon lead to a preference for cyclization over β-hydrogen abstraction.From a sensitisation experiment this reaction was shown to proceed via an n?* triplet excited state.
A New Synthesis of β-Lactams: 3-Oxo-6-thia-2-azabicyclohexanes via Photochemical Reactions of N-(Thiobenzoyl)methacrylamides
Sakamoto, Masami,Omote, Yoshimori,Aoyama, Hiromu
, p. 396 - 397 (2007/10/02)
Irradiation of N-(thiobenzoyl)methacrylamides in benzene gave thietan-fused β-lactams in good yields, and these were converted to other β-lactams by reduction or oxidation.
