Reactions of Styrylmalonates with Aromatic Aldehydes: Detailed Synthetic and Mechanistic Studies

Reactions of Styrylmalonates with Aromatic Aldehydes: Detailed Synthetic and Mechanistic Studies Full article

Journal

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Output data

Year: 2021, Volume: 86, Number: 6, Pages: 4457-4471 Pages count : 15 DOI: 10.1021/acs.joc.0c02891

Authors

Borisov Denis D. ¹ , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAS), 47 Leninsky Prospect, 119991 Moscow, Russian Federation

Reactions of styrylmalonates with aromatic aldehydes in the presence of Lewis and Brønsted acids and their regularities have been studied in detail. Approaches to the synthesis of various polysubstituted 5,6-dihydropyran-2-ones, indenes, aryl-containing dienes and trienes, cyclopentadienes, and polycyclic lactones have been developed with chemo-, regio-, stereo-, and diastereoselectivity control. The mechanisms of these reactions were studied in depth using multinuclear NMR experiments, monitoring the reactions in the NMR tube, and 18O isotope labeling.

Borisov D.D. , Novikov R.A. , Tomilov Y.V.
Reactions of Styrylmalonates with Aromatic Aldehydes: Detailed Synthetic and Mechanistic Studies
Journal of Organic Chemistry. 2021. V.86. N6. P.4457-4471. DOI: 10.1021/acs.joc.0c02891 WOS Scopus OpenAlex

≡ Web of science:	WOS:000631442900010
≡ Scopus:	2-s2.0-85103321589
≡ OpenAlex:	W3135262100