%0 Journal Article
%T Experimental and theoretical studies of (4 + 1) annulations between α‐oxoketenes and stable phosphorous, nitrogen, or sulfur ylides
%+ Entrepôts, Représentation et Ingénierie des Connaissances (ERIC)
%+ Institut des Sciences Moléculaires de Marseille (ISM2)
%+ STeRéO
%A Pierrot, David
%A Rajzmann, Michel
%A Carissan, Yannick
%A Rodriguez, Jean
%A Bonne, Damien
%A Coquerel, Yoann
%< avec comité de lecture
%@ 0894-3230
%J Journal of Physical Organic Chemistry
%I Wiley
%P e3939
%8 2019-02-07
%D 2019
%R 10.1002/poc.3939
%K annulation
%K betaines
%K density functional calculations
%K synthetic methods
%K ylides
%Z Chemical Sciences/Theoretical and/or physical chemistryJournal articles
%X α Oxoketenes generated in situ by a microwave assisted Wolff rearrangement-at 170°C were found to react with stabilized sulfur ylides in (4 + 1) annulation processesto afford functionalized 3 hydroxyfurans.-Theoretical mechanistic investigations revealed that the reaction proceeds in two steps via a short-lived betaine intermediate, a general feature of the reactions of α oxoketenes-with stable phosphorous, nitrogen, and sulfur ylides.
%G English
%2 https://amu.hal.science/hal-02059903/document
%2 https://amu.hal.science/hal-02059903/file/2019JPOC-asap-%284%2B1%29-oxoketene-sulfur-ylides_new.pdf
%L hal-02059903
%U https://amu.hal.science/hal-02059903
%~ CNRS
%~ UNIV-AMU
%~ UNIV-LYON1
%~ UNIV-LYON2
%~ EC-MARSEILLE
%~ ERIC
%~ ISM2
%~ INC-CNRS
%~ LYON2
%~ UDL
%~ UNIV-LYON
%~ TEST-HALCNRS
%~ ANR
%~ CTOM
%~ TEST2-HALCNRS