TY - JOUR
T1 - Palladium-Catalyzed One-Pot Highly Regioselective 6- Endo Cyclization and Alkylation of Enynoates
T2 - Synthesis of 2-Alkanone Pyrones
AU - Ahmad, Tanveer
AU - Qiu, Sheng Qi
AU - Xu, Yun He
AU - Loh, Teck Peng
N1 - Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/11/2
Y1 - 2018/11/2
N2 - The Pd(II)-catalyzed one-pot tandem cyclization/alkylation reactions of enynoates with allylic alcohols have been demonstrated. In this reaction, an innovative protocol proceeded well through Pd-catalyzed intramolecular selective 6-endo cyclization, insertion of allylic alcohols into the Pd-C bond of vinylpalladium species generated in situ, and β-hydrogen elimination processes. This conversion provides a convenient and efficient methodology for the synthesis of 2-alkanone pyrones in moderate to good yields.
AB - The Pd(II)-catalyzed one-pot tandem cyclization/alkylation reactions of enynoates with allylic alcohols have been demonstrated. In this reaction, an innovative protocol proceeded well through Pd-catalyzed intramolecular selective 6-endo cyclization, insertion of allylic alcohols into the Pd-C bond of vinylpalladium species generated in situ, and β-hydrogen elimination processes. This conversion provides a convenient and efficient methodology for the synthesis of 2-alkanone pyrones in moderate to good yields.
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U2 - 10.1021/acs.joc.8b02198
DO - 10.1021/acs.joc.8b02198
M3 - Article
C2 - 30354107
AN - SCOPUS:85055689248
SN - 0022-3263
VL - 83
SP - 13414
EP - 13426
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 21
ER -