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Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation

Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenter...

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Autores principales: Liu, Yiyang, Liniger, Marc, McFadden, Ryan M, Roizen, Jenny L, Malette, Jacquie, Reeves, Corey M, Behenna, Douglas C, Seto, Masaki, Kim, Jimin, Mohr, Justin T, Virgil, Scott C, Stoltz, Brian M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4222294/
https://www.ncbi.nlm.nih.gov/pubmed/25383121
http://dx.doi.org/10.3762/bjoc.10.261
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author Liu, Yiyang
Liniger, Marc
McFadden, Ryan M
Roizen, Jenny L
Malette, Jacquie
Reeves, Corey M
Behenna, Douglas C
Seto, Masaki
Kim, Jimin
Mohr, Justin T
Virgil, Scott C
Stoltz, Brian M
author_facet Liu, Yiyang
Liniger, Marc
McFadden, Ryan M
Roizen, Jenny L
Malette, Jacquie
Reeves, Corey M
Behenna, Douglas C
Seto, Masaki
Kim, Jimin
Mohr, Justin T
Virgil, Scott C
Stoltz, Brian M
author_sort Liu, Yiyang
collection PubMed
description Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge.
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spelling pubmed-42222942014-11-07 Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation Liu, Yiyang Liniger, Marc McFadden, Ryan M Roizen, Jenny L Malette, Jacquie Reeves, Corey M Behenna, Douglas C Seto, Masaki Kim, Jimin Mohr, Justin T Virgil, Scott C Stoltz, Brian M Beilstein J Org Chem Full Research Paper Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge. Beilstein-Institut 2014-10-28 /pmc/articles/PMC4222294/ /pubmed/25383121 http://dx.doi.org/10.3762/bjoc.10.261 Text en Copyright © 2014, Liu et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Liu, Yiyang
Liniger, Marc
McFadden, Ryan M
Roizen, Jenny L
Malette, Jacquie
Reeves, Corey M
Behenna, Douglas C
Seto, Masaki
Kim, Jimin
Mohr, Justin T
Virgil, Scott C
Stoltz, Brian M
Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title_full Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title_fullStr Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title_full_unstemmed Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title_short Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
title_sort formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4222294/
https://www.ncbi.nlm.nih.gov/pubmed/25383121
http://dx.doi.org/10.3762/bjoc.10.261
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