1064653-82-2Relevant academic research and scientific papers
Synthesis of natural (-)-hamigeran B
Clive, Derrick L.J.,Wang, Jian
, p. 7731 - 7733 (2003)
Alkylation of lactam 10, first with iodide 15 and then with MeI, gave mainly (18:1) lactam 18. This was converted by treatment with t-BuLi and then with aqueous base into enone 4, which was elaborated into (-)-hamigeran B. A key feature of the last part of the synthesis is the use of t-BuMe 2Si-groups (as in intermediate 24) both to direct hydrogenation from the appropriate face and to protect the benzylic C-O bond from hydrogenolysis.
