Cyclobutane ring opening reactions of 1,2,2a,8b-tetrahydrocyclobuta[c]quinolin-3(4H)-ones.

[摘要]：Two pathways are presented, which allow for the selective cleavage of the C(1)-C(8b) bond in the title compds. The 1st reaction was found by serendipity when reductive debenzylation was attempted on a heteroanellated azabicyclo[4.2.0]octane. It yielded an 8-membered lactam ring (azocane). The 2nd transformation relies on a rationally designed 1,2-rearrangement, which was introduced because attempts to induce classical Wagner-Meerwein-type 1,2-shifts did not meet with success. The reaction, a retro-benzilic acid rearrangement, allowed for the conversion of a heteroanellated hydroxycyclobutanecarboxylate into the resp. cyclopentanedione (76% yield).

[全文传递流程]：

一般上传文献全文的时限在1个工作日内