The stereoselective synthesis of γ-lactam derivatives through N(1)–C(4) one carbon ring expansion of β-lactam derivatives

[Display omitted] The base induced ring opening of β-lactam derivatives, 3 , 5 , 7 , 9 , 11 with LDA gave γ-lactam derivatives, 4 , 6 , 8 , 10 , 12 stereoselectively. The γ-lactam derivatives were formed stereoselectively depending on C-3 substituent of β-lactam derivatives.

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Bibliographic Details
Published in:Tetrahedron letters 2005-03, Vol.46 (10), p.1755-1757
Main Authors: Park, Ju-Hee, Ha, Jin-Ryul, Oh, Sun-Joo, Kim, Ji-A, Shin, Dong-Soo, Won, Tae-Jin, Lam, Yu-Fai, Ahn, Chuljin
Format: Article
Language:English
Subjects:
Ring expansion
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Summary:[Display omitted] The base induced ring opening of β-lactam derivatives, 3 , 5 , 7 , 9 , 11 with LDA gave γ-lactam derivatives, 4 , 6 , 8 , 10 , 12 stereoselectively. The γ-lactam derivatives were formed stereoselectively depending on C-3 substituent of β-lactam derivatives.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.12.086