A dialdehyde cyclization cascade: An approach to pleuromutilin

Matthew D. Helm; Madeleine Da Silva; David Sucunza; Thomas J K Findley; David J. Procter

doi:10.1002/anie.200905490

A dialdehyde cyclization cascade: An approach to pleuromutilin

Matthew D. Helm, Madeleine Da Silva, David Sucunza, Thomas J K Findley, David J. Procter

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

Abstract

Chamical Equation Presentation Waiting in line: Aldehyde groups take turns reacting in a Sml2-mediated cyclization cascade to form the skeleton 2 of the antibacterial natural product pleuro-mutilin. Two rings and four contiguous stereocenters are constructed during the cascade with complete diastereocontrol. © 2009 Wiley-VCH Verlag GmbH & Co. KCaA.

Original language	English
Pages (from-to)	9315-9317
Number of pages	2
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	49
DOIs	https://doi.org/10.1002/anie.200905490
Publication status	Published - 23 Nov 2009

Keywords

Natural products
Radical reactions
Samarium
Total synthesis

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10.1002/anie.200905490

http://www3.interscience.wiley.com/cgi-bin/fulltext/122680386/PDFSTART

CCDC 747912: Experimental Crystal Structure Determination
Helm, M. D. (Contributor), Da Silva, M. (Contributor), Sucunza, D. (Contributor), Findley, T. J. K. (Contributor) & Procter, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2010
DOI: 10.5517/cct386c, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cct386c&sid=DataCite
Dataset

Cite this

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title = "A dialdehyde cyclization cascade: An approach to pleuromutilin",

abstract = "Chamical Equation Presentation Waiting in line: Aldehyde groups take turns reacting in a Sml2-mediated cyclization cascade to form the skeleton 2 of the antibacterial natural product pleuro-mutilin. Two rings and four contiguous stereocenters are constructed during the cascade with complete diastereocontrol. {\textcopyright} 2009 Wiley-VCH Verlag GmbH & Co. KCaA.",

keywords = "Natural products, Radical reactions, Samarium, Total synthesis",

author = "Helm, {Matthew D.} and {Da Silva}, Madeleine and David Sucunza and Findley, {Thomas J K} and Procter, {David J.}",

year = "2009",

month = nov,

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doi = "10.1002/anie.200905490",

language = "English",

volume = "48",

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journal = "Angewandte Chemie. International Edition",

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T1 - A dialdehyde cyclization cascade: An approach to pleuromutilin

AU - Helm, Matthew D.

AU - Da Silva, Madeleine

AU - Sucunza, David

AU - Findley, Thomas J K

AU - Procter, David J.

PY - 2009/11/23

Y1 - 2009/11/23

N2 - Chamical Equation Presentation Waiting in line: Aldehyde groups take turns reacting in a Sml2-mediated cyclization cascade to form the skeleton 2 of the antibacterial natural product pleuro-mutilin. Two rings and four contiguous stereocenters are constructed during the cascade with complete diastereocontrol. © 2009 Wiley-VCH Verlag GmbH & Co. KCaA.

AB - Chamical Equation Presentation Waiting in line: Aldehyde groups take turns reacting in a Sml2-mediated cyclization cascade to form the skeleton 2 of the antibacterial natural product pleuro-mutilin. Two rings and four contiguous stereocenters are constructed during the cascade with complete diastereocontrol. © 2009 Wiley-VCH Verlag GmbH & Co. KCaA.

KW - Natural products

KW - Radical reactions

KW - Samarium

KW - Total synthesis

U2 - 10.1002/anie.200905490

DO - 10.1002/anie.200905490

M3 - Article

VL - 48

SP - 9315

EP - 9317

JO - Angewandte Chemie. International Edition

JF - Angewandte Chemie. International Edition

SN - 1433-7851

IS - 49

ER -

A dialdehyde cyclization cascade: An approach to pleuromutilin

Abstract

Keywords

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Datasets

CCDC 747912: Experimental Crystal Structure Determination

Cite this