TY - JOUR
T1 - Total Synthesis of Lycopladine A and Carinatine A via a Base-Mediated Carbocyclization
AU - Hartrampf, Felix W.W.
AU - Trauner, Dirk
PY - 2017/8/4
Y1 - 2017/8/4
N2 - A concise, enantioselective synthesis of lycopladine A and carinatine A is presented. Our synthetic approach hinges on the recently developed mild carbocyclization of ynones to furnish the hydrindane core of the alkaloids. Their pyridine ring was efficiently installed using the Ciufolini method. Both heterocycles of carinatine A, a rare naturally occurring nitrone, were formed in a single operation.
AB - A concise, enantioselective synthesis of lycopladine A and carinatine A is presented. Our synthetic approach hinges on the recently developed mild carbocyclization of ynones to furnish the hydrindane core of the alkaloids. Their pyridine ring was efficiently installed using the Ciufolini method. Both heterocycles of carinatine A, a rare naturally occurring nitrone, were formed in a single operation.
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U2 - 10.1021/acs.joc.7b00908
DO - 10.1021/acs.joc.7b00908
M3 - Article
C2 - 28671469
AN - SCOPUS:85027079013
SN - 0022-3263
VL - 82
SP - 8206
EP - 8212
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 15
ER -