%0 Journal Article
%A Lee, Yong-Sil
%A Jung, Jong-Wha
%A Kim, Seok-Ho
%A Jung, Jae-Kyung
%A Paek, Seung-Mann
%A Kim, Nam-Jung
%A Chang, Dong-Jo
%A Lee, Jeeyeon
%A Suh, Young-Ger
%D 2010
%T First Total Synthesis and Structural Confirmation of Fluvirucinine A2 via an Iterative Ring Expansion Strategy
%U https://acs.figshare.com/articles/journal_contribution/First_Total_Synthesis_and_Structural_Confirmation_of_Fluvirucinine_A_sub_2_sub_via_an_Iterative_Ring_Expansion_Strategy/2771275
%R 10.1021/ol100521v.s001
%2 https://acs.figshare.com/ndownloader/files/4465690
%K Iterative Ring Expansion Strategy
%K synthesis
%K iterative lactam ring expansion
%K stereogenic centers
%K fluvirucinine
%X The first asymmetric total synthesis of fluvirucinine A2 has been accomplished. A key feature of the synthesis is an iterative lactam ring expansion to provide rapid access to the 14-membered lactam skeleton and three stereogenic centers. The excellent remote control of the three stereogenic centers relied on stereoselective amidoalkylation followed by an amide−enolate-induced aza-Claisen rearrangement. In addition, the structure of fluvirucinine A2 has been completely elucidated by our total synthesis.
%I ACS Publications