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A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition. / Vepreva, Anastasia ; Yanovich, Alexander ; Dar’in, Dmitry ; Kantin, Grigory ; Bunev, Alexander ; Krasavin, Mikhail .

In: Beilstein Journal of Organic Chemistry, No. 18, 2022, p. 1649-1655.

Research output: Contribution to journal › Article › peer-review

Harvard

Vepreva, A, Yanovich, A, Dar’in, D, Kantin, G, Bunev, A & Krasavin, M 2022, 'A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition', Beilstein Journal of Organic Chemistry, no. 18, pp. 1649-1655. https://doi.org/10.3762/bjoc.18.177

APA

Vepreva, A., Yanovich, A., Dar’in, D., Kantin, G., Bunev, A., & Krasavin, M. (2022). A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition. Beilstein Journal of Organic Chemistry, (18), 1649-1655. https://doi.org/10.3762/bjoc.18.177

Vancouver

Vepreva A, Yanovich A, Dar’in D, Kantin G, Bunev A, Krasavin M. A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition. Beilstein Journal of Organic Chemistry. 2022;(18):1649-1655. https://doi.org/10.3762/bjoc.18.177

Author

Vepreva, Anastasia ; Yanovich, Alexander ; Dar’in, Dmitry ; Kantin, Grigory ; Bunev, Alexander ; Krasavin, Mikhail . / A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition. In: Beilstein Journal of Organic Chemistry. 2022 ; No. 18. pp. 1649-1655.

BibTeX

@article{467f1e75171b4f41bca395c920e1011c,
title = "A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition",
abstract = "A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh2(esp)2-catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O–H bond of phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5-exo-trig oxa-Michael addition.",
keywords = "CLAISEN REARRANGEMENT, diazo arylidene succinimides, intramolecular oxa-Michael addition, rhodium(II) carbene O–H insertion, spirocycles",
author = "Anastasia Vepreva and Alexander Yanovich and Dmitry Dar{\textquoteright}in and Grigory Kantin and Alexander Bunev and Mikhail Krasavin",
year = "2022",
doi = "https://doi.org/10.3762/bjoc.18.177",
language = "English",
pages = "1649--1655",
journal = "Beilstein Journal of Organic Chemistry",
issn = "1860-5397",
publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",
number = "18",

}

RIS

TY - JOUR

T1 - A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition

AU - Vepreva, Anastasia

AU - Yanovich, Alexander

AU - Dar’in, Dmitry

AU - Kantin, Grigory

AU - Bunev, Alexander

AU - Krasavin, Mikhail

PY - 2022

Y1 - 2022

N2 - A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh2(esp)2-catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O–H bond of phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5-exo-trig oxa-Michael addition.

AB - A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh2(esp)2-catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O–H bond of phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5-exo-trig oxa-Michael addition.

KW - CLAISEN REARRANGEMENT

KW - diazo arylidene succinimides

KW - intramolecular oxa-Michael addition

KW - rhodium(II) carbene O–H insertion

KW - spirocycles

U2 - https://doi.org/10.3762/bjoc.18.177

DO - https://doi.org/10.3762/bjoc.18.177

M3 - Article

SP - 1649

EP - 1655

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 1860-5397

IS - 18

ER -

ID: 101522044