Standard

The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones : A facile entry into spirocyclic scaffolds. / Shershnev, Ivan; Dar'in, Dmitry V.; Chuprun, Sergey S.; Kantin, Grigory P.; Bakulina, Olga Yu.; Krasavin, Mikhail.

In: Tetrahedron Letters, Vol. 60, No. 27, 04.07.2019, p. 1800-1802.

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

Harvard

Shershnev, I, Dar'in, DV, Chuprun, SS, Kantin, GP, Bakulina, OY & Krasavin, M 2019, 'The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: A facile entry into spirocyclic scaffolds', Tetrahedron Letters, vol. 60, no. 27, pp. 1800-1802. https://doi.org/10.1016/j.tetlet.2019.06.008

APA

Shershnev, I., Dar'in, D. V., Chuprun, S. S., Kantin, G. P., Bakulina, O. Y., & Krasavin, M. (2019). The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: A facile entry into spirocyclic scaffolds. Tetrahedron Letters, 60(27), 1800-1802. https://doi.org/10.1016/j.tetlet.2019.06.008

Vancouver

Shershnev I, Dar'in DV, Chuprun SS, Kantin GP, Bakulina OY, Krasavin M. The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: A facile entry into spirocyclic scaffolds. Tetrahedron Letters. 2019 Jul 4;60(27):1800-1802. https://doi.org/10.1016/j.tetlet.2019.06.008

Author

Shershnev, Ivan ; Dar'in, Dmitry V. ; Chuprun, Sergey S. ; Kantin, Grigory P. ; Bakulina, Olga Yu. ; Krasavin, Mikhail. / The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones : A facile entry into spirocyclic scaffolds. In: Tetrahedron Letters. 2019 ; Vol. 60, No. 27. pp. 1800-1802.

BibTeX

@article{d99382114124440fbbee9d47dfc07b62,
title = "The use of ∝-diazo-γ-butyrolactone in the B{\"u}chner-Curtius-Schlotterbeck reaction of cyclic ketones: A facile entry into spirocyclic scaffolds",
abstract = "The first example of the B{\"u}chner-Curtius-Schlotterbeck reaction of cyclic ketones with a stabilized cyclic diazo compound partner is described. The approach towards spirocyclic scaffolds has been exemplified with readily available ∝-diazo-γ-butyrolactone. The reaction proved to be viable with BF 3∙OEt 2 as the preferred catalyst and displayed substantial sensitivity to the size of the cyclic ketone. ",
keywords = "B{\"u}chner-Curtius-Schlotterbeck reaction, Diazo lactone, Ring expansion, Spirocyclic compounds",
author = "Ivan Shershnev and Dar'in, {Dmitry V.} and Chuprun, {Sergey S.} and Kantin, {Grigory P.} and Bakulina, {Olga Yu.} and Mikhail Krasavin",
year = "2019",
month = jul,
day = "4",
doi = "10.1016/j.tetlet.2019.06.008",
language = "English",
volume = "60",
pages = "1800--1802",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "27",

}

RIS

TY - JOUR

T1 - The use of ∝-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones

T2 - A facile entry into spirocyclic scaffolds

AU - Shershnev, Ivan

AU - Dar'in, Dmitry V.

AU - Chuprun, Sergey S.

AU - Kantin, Grigory P.

AU - Bakulina, Olga Yu.

AU - Krasavin, Mikhail

PY - 2019/7/4

Y1 - 2019/7/4

N2 - The first example of the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones with a stabilized cyclic diazo compound partner is described. The approach towards spirocyclic scaffolds has been exemplified with readily available ∝-diazo-γ-butyrolactone. The reaction proved to be viable with BF 3∙OEt 2 as the preferred catalyst and displayed substantial sensitivity to the size of the cyclic ketone.

AB - The first example of the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones with a stabilized cyclic diazo compound partner is described. The approach towards spirocyclic scaffolds has been exemplified with readily available ∝-diazo-γ-butyrolactone. The reaction proved to be viable with BF 3∙OEt 2 as the preferred catalyst and displayed substantial sensitivity to the size of the cyclic ketone.

KW - Büchner-Curtius-Schlotterbeck reaction

KW - Diazo lactone

KW - Ring expansion

KW - Spirocyclic compounds

UR - http://www.scopus.com/inward/record.url?scp=85066942925&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/diazo%CE%B3butyrolactone-b%C3%BCchnercurtiusschlotterbeck-reaction-cyclic-ketones-facile-entry-spirocyclic-sca

U2 - 10.1016/j.tetlet.2019.06.008

DO - 10.1016/j.tetlet.2019.06.008

M3 - Article

VL - 60

SP - 1800

EP - 1802

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 27

ER -

ID: 44840419