1535990-87-4Relevant academic research and scientific papers
Total synthesis of aculeatin A via double intramolecular oxa-michael addition of secondary/tertiary alcohols
Yao, Hongliang,Song, Liyan,Tong, Rongbiao
, p. 1498 - 1504 (2014/03/21)
A new synthetic strategy was developed for a concise total synthesis of aculeatin A as a single spiroisomer in both racemic and enantioselective fashions in 8-10 steps with ~10% overall yield from the known alkyne 11, featuring phenol oxidative dearomatization, double intramolecular oxa-Michael addition of secondary/tertiary alcohols, and chemo- and stereoselective reduction of ketone. The new synthetic strategy greatly expedites the access to the potent antiprotozoal aculeatin A, 6-epi-aculeatin D, and their analogues.
