Selenium- and palladium-catalyzed oxidative cleavage of ene-lactams with hydrogen peroxide. Convenient methods for synthesis of macrocyclic ketoimides and N-fused azabicyclic compounds

DOI: 10.1016/S0040-4039(00)74105-0

Source and publish data:

Tetrahedron Letters p. 4843 - 4846 (1993)

Update date:2022-07-30

Topics:

Authors:

Naota, Takeshi

Sasao, Shigehiro

Tanaka, Kojiro

Yamamoto, Hideo

Murahashi, Shun-Ichi

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Article abstract of DOI:10.1016/S0040-4039(00)74105-0

Oxidative cleavage of ene-lactams can be performed efficiently by either SeO₂ or Pd(OAc)₂-catalyzed oxidation with H₂O₂ to give the corresponding ketoimides. The reaction provides convenient methods for the preparation of macrocyclic ketoimides and the construction of N-fused azabicyclic ring systems such as indolizidine and cephalotaxine skeletons.

Full text of DOI:10.1016/S0040-4039(00)74105-0

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