A biomimetic approach for bicyclic alkaloids using acetal pro-nucleophile: total synthesis of (+/-)-epilupinine and formal syntheses of (+/-)-laburnine, (+/-)-isoretronecanol, (+/-)-tashiromine

作者：Koley Dipankar^*; Srinivas Kyatham; Krishna Yarkali; Gupta Archita

来源：RSC Advances, 2014, 4(8): 3934-3937.

DOI：10.1039/c3ra44762f

A direct Mannich type diastereoselective biomimetic cyclization using acetal as a pro-nucleophile leading to the hydroxymethyl substituted bicyclic framework of various bicyclic alkaloids is presented. Following this protocol, total synthesis of (+/-)-epilupinine and formal syntheses of (+/-)-laburnine, (+/-)-isoretronecanol and (+/-)-tashiromine are described.

• 出版日期2014