TY - JOUR
T1 - Unified Total Synthesis of Pyrroloazocine Indole Alkaloids Sheds Light on Their Biosynthetic Relationship
AU - Miloserdov, Fedor M.
AU - Kirillova, Mariia S.
AU - Muratore, Michael E.
AU - Echavarren, Antonio M.
PY - 2018/4/25
Y1 - 2018/4/25
N2 - The total synthesis of seven members of the lapidilectine and grandilodine family of alkaloids has been accomplished in racemic and enantiopure form without protection/deprotection of functional groups. The two key steps, an 8-endo-dig hydroarylation and a 6-exo-trig photoredox cyclization, were catalyzed using gold. A rationale for the formation of the cyclopropane ring of the lundurines is also provided.
AB - The total synthesis of seven members of the lapidilectine and grandilodine family of alkaloids has been accomplished in racemic and enantiopure form without protection/deprotection of functional groups. The two key steps, an 8-endo-dig hydroarylation and a 6-exo-trig photoredox cyclization, were catalyzed using gold. A rationale for the formation of the cyclopropane ring of the lundurines is also provided.
U2 - 10.1021/jacs.7b13484
DO - 10.1021/jacs.7b13484
M3 - Article
C2 - 29432680
AN - SCOPUS:85045973049
SN - 0002-7863
VL - 140
SP - 5393
EP - 5400
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 16
ER -