Aziridine-based concise synthesis of (+/-)-alstonerine

作者:Craig Donald*; Goldberg Frederick W; Pett Richard W; Tholen Niels T H; White Andrew J P
来源:Chemical Communications, 2013, 49(81): 9275-9277.
DOI:10.1039/c3cc45543b

摘要

A concise synthesis of the macroline-related alkaloid (+/-)-alstonerine is reported. Key steps are regioselective and stereospecific aziridine ring-opening using a sulfone-stabilised carbanion, Me3Al-mediated O -> N-transacylation-elimination, intramolecular Michael reaction, and one-pot reduction-dehydration-Pictet-Spengler cyclisation.

  • 出版日期2013

全文