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A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization

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A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization. / De Buyck, Laurent; Forzato, Cristina; Ghelfi, Franco; Mucci, Adele; Nitti, Patrizia; Pagnoni, Ugo M.; Parsons, Andrew F.; Pitacco, Giuliana; Roncaglia, Fabrizio.

In: Tetrahedron Letters, Vol. 47, No. 44, 30.10.2006, p. 7759-7762.

Research output: Contribution to journalArticlepeer-review

Harvard

De Buyck, L, Forzato, C, Ghelfi, F, Mucci, A, Nitti, P, Pagnoni, UM, Parsons, AF, Pitacco, G & Roncaglia, F 2006, 'A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization', Tetrahedron Letters, vol. 47, no. 44, pp. 7759-7762. https://doi.org/10.1016/j.tetlet.2006.08.121

APA

De Buyck, L., Forzato, C., Ghelfi, F., Mucci, A., Nitti, P., Pagnoni, U. M., Parsons, A. F., Pitacco, G., & Roncaglia, F. (2006). A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization. Tetrahedron Letters, 47(44), 7759-7762. https://doi.org/10.1016/j.tetlet.2006.08.121

Vancouver

De Buyck L, Forzato C, Ghelfi F, Mucci A, Nitti P, Pagnoni UM et al. A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization. Tetrahedron Letters. 2006 Oct 30;47(44):7759-7762. https://doi.org/10.1016/j.tetlet.2006.08.121

Author

De Buyck, Laurent ; Forzato, Cristina ; Ghelfi, Franco ; Mucci, Adele ; Nitti, Patrizia ; Pagnoni, Ugo M. ; Parsons, Andrew F. ; Pitacco, Giuliana ; Roncaglia, Fabrizio. / A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization. In: Tetrahedron Letters. 2006 ; Vol. 47, No. 44. pp. 7759-7762.

Bibtex - Download

@article{d61e5546302d4cd6b9bcaa488c09a94e,
title = "A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization",
abstract = "(+/-)-Botryodiplodin and (+/-)-epi-botryodiplodin acetates were prepared in good yields following a practical four step route. The method, for the construction of the strategic tetrahydrofuran ring, hinged on an unprecedented halogen atom transfer Ueno-Stork cyclization of an O-allyl alpha,alpha-dihalohemiacetal acetate, catalyzed by the redox complex CuCl/N,N,N ',N '',N ''-pentamethyldiethylenetriamine. (c) 2006 Elsevier Ltd. All rights reserved.",
keywords = "halocompounds, acetals, radical reactions, cyclization, Ueno-Stork, TRANSFER RADICAL CYCLIZATIONS, CHAETOMELLIC ANHYDRIDE-A, FUNCTIONAL REARRANGEMENT, PENICILLIUM-STIPITATUM, CLAISEN REARRANGEMENT, EFFICIENT ROUTE, BOTRYODIPLODIN, (-)-BOTRYODIPLODIN, STEREOCHEMISTRY, ROQUEFORTI",
author = "{De Buyck}, Laurent and Cristina Forzato and Franco Ghelfi and Adele Mucci and Patrizia Nitti and Pagnoni, {Ugo M.} and Parsons, {Andrew F.} and Giuliana Pitacco and Fabrizio Roncaglia",
year = "2006",
month = oct,
day = "30",
doi = "10.1016/j.tetlet.2006.08.121",
language = "English",
volume = "47",
pages = "7759--7762",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "44",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization

AU - De Buyck, Laurent

AU - Forzato, Cristina

AU - Ghelfi, Franco

AU - Mucci, Adele

AU - Nitti, Patrizia

AU - Pagnoni, Ugo M.

AU - Parsons, Andrew F.

AU - Pitacco, Giuliana

AU - Roncaglia, Fabrizio

PY - 2006/10/30

Y1 - 2006/10/30

N2 - (+/-)-Botryodiplodin and (+/-)-epi-botryodiplodin acetates were prepared in good yields following a practical four step route. The method, for the construction of the strategic tetrahydrofuran ring, hinged on an unprecedented halogen atom transfer Ueno-Stork cyclization of an O-allyl alpha,alpha-dihalohemiacetal acetate, catalyzed by the redox complex CuCl/N,N,N ',N '',N ''-pentamethyldiethylenetriamine. (c) 2006 Elsevier Ltd. All rights reserved.

AB - (+/-)-Botryodiplodin and (+/-)-epi-botryodiplodin acetates were prepared in good yields following a practical four step route. The method, for the construction of the strategic tetrahydrofuran ring, hinged on an unprecedented halogen atom transfer Ueno-Stork cyclization of an O-allyl alpha,alpha-dihalohemiacetal acetate, catalyzed by the redox complex CuCl/N,N,N ',N '',N ''-pentamethyldiethylenetriamine. (c) 2006 Elsevier Ltd. All rights reserved.

KW - halocompounds

KW - acetals

KW - radical reactions

KW - cyclization

KW - Ueno-Stork

KW - TRANSFER RADICAL CYCLIZATIONS

KW - CHAETOMELLIC ANHYDRIDE-A

KW - FUNCTIONAL REARRANGEMENT

KW - PENICILLIUM-STIPITATUM

KW - CLAISEN REARRANGEMENT

KW - EFFICIENT ROUTE

KW - BOTRYODIPLODIN

KW - (-)-BOTRYODIPLODIN

KW - STEREOCHEMISTRY

KW - ROQUEFORTI

U2 - 10.1016/j.tetlet.2006.08.121

DO - 10.1016/j.tetlet.2006.08.121

M3 - Article

VL - 47

SP - 7759

EP - 7762

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 44

ER -