TY - JOUR
T1 - Regiodivergent synthesis of vinyl trifluoromethansulfonates γ/δ lactones
T2 - Via 1,6 addition/intramolecular one-pot annulation of 1,4-dihidropyridines derivated from pyridinyl propenones
AU - Carmona-Reyes, Genaro
AU - Ballinas-Indili, Ricardo
AU - Sánchez-Vergara, María Elena
AU - Toscano, R. Alfredo
AU - Álvarez-Toledano, Cecilio
N1 - Publisher Copyright:
© 2021 Elsevier Ltd
PY - 2022/1/5
Y1 - 2022/1/5
N2 - We report a novel intramolecular 1,6 oxa-Michael addition on substituted dihydropyridines to obtain 5 and 6 member ring lactones in an one-pot reaction starting from activated pyridinyl propenones, without organic catalysis or presence of bulky groups in the Michael acceptor. A marked dependence on the regioselectivity of ring closure was found, dependent on the propenone used.
AB - We report a novel intramolecular 1,6 oxa-Michael addition on substituted dihydropyridines to obtain 5 and 6 member ring lactones in an one-pot reaction starting from activated pyridinyl propenones, without organic catalysis or presence of bulky groups in the Michael acceptor. A marked dependence on the regioselectivity of ring closure was found, dependent on the propenone used.
KW - 1,6 oxa-Michael addition
KW - Activated pyridines
KW - Ketene acetal
KW - Lactones
KW - Pyridinyl propenones
UR - https://www.scopus.com/pages/publications/85121746581
U2 - 10.1016/j.tetlet.2021.153591
DO - 10.1016/j.tetlet.2021.153591
M3 - Artículo
AN - SCOPUS:85121746581
SN - 0040-4039
VL - 88
JO - Tetrahedron Letters
JF - Tetrahedron Letters
M1 - 153591
ER -