TY - JOUR
T1 - 2-Formylpyrroles as Building Blocks in a Divergent Synthesis of Pyrrolizines
AU - Martínez-Mora, Eder I.
AU - Caracas, Miguel A.
AU - Escalante, Carlos H.
AU - Espinoza-Hicks, Carlos
AU - Quiroz-Florentino, Héctor
AU - Delgado, Francisco
AU - Tamariz, Joaquín
N1 - Publisher Copyright:
© Georg Thieme Verlag Stuttgart. New York.
PY - 2016/4/1
Y1 - 2016/4/1
N2 - The selective functionalization of 2-formylpyrrole to provide diverse 1,2- and 1,2,5-substituted pyrroles is described. These compounds were used as versatile building blocks in a divergent synthesis of biologically valuable aza-bycyclic skeletons, such as pyrrolizine and pyrrolizidine derivatives. These bicycles were prepared following metal-free cascade synthetic approaches via regioselective intramolecular 1,3-dipolar cycloadditions and stereoselective Knoevenagel/Michael/ cyclization with dimethyl malonate.
AB - The selective functionalization of 2-formylpyrrole to provide diverse 1,2- and 1,2,5-substituted pyrroles is described. These compounds were used as versatile building blocks in a divergent synthesis of biologically valuable aza-bycyclic skeletons, such as pyrrolizine and pyrrolizidine derivatives. These bicycles were prepared following metal-free cascade synthetic approaches via regioselective intramolecular 1,3-dipolar cycloadditions and stereoselective Knoevenagel/Michael/ cyclization with dimethyl malonate.
KW - 2-formylpyrrole
KW - Knoevenagel/Michael/cyclization
KW - cascade reactions
KW - pyrrolizidines
KW - pyrrolizines
UR - http://www.scopus.com/inward/record.url?scp=84991393463&partnerID=8YFLogxK
U2 - 10.1055/s-0035-1561331
DO - 10.1055/s-0035-1561331
M3 - Artículo
SN - 0039-7881
VL - 48
SP - 1055
EP - 1068
JO - Synthesis (Germany)
JF - Synthesis (Germany)
IS - 7
M1 - ss-2015-m0659-op
ER -