A Total Synthesis of (+/-)-3-O-Demethylmacronine through Rearrangement of a Precursor Embodying the Haemanthidine Alkaloid Framework

作者：Ma Xiang; Gao Nadia; Banwell Martin G^*; Carr Paul D; Willis Anthony C

来源：Journal of Organic Chemistry, 2017, 82(8): 4336-4341.

DOI：10.1021/acs.joc.7b00340

A total synthesis of the racemic modification, (+/-)-2, of the tazettine-type alkaloid 3-O-demethylmacronine is described. The key steps are an intramolecular Alder-ene (IMAE) reaction and a lactam-to-lactone rearrangement of tetracycle 13, a compound that embodies the haemanthidine alkaloid framework.

• 出版日期2017-4-21