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Recent Developments in the Catalytic, Asymmetric Construction of Pyrroloindolines Bearing All-Carbon Quaternary Stereocenters

Repka, Lindsay M. and Reisman, Sarah E. (2013) Recent Developments in the Catalytic, Asymmetric Construction of Pyrroloindolines Bearing All-Carbon Quaternary Stereocenters. Journal of Organic Chemistry, 78 (24). pp. 12314-12320. ISSN 0022-3263. PMCID PMC3905788. doi:10.1021/jo4017953. https://resolver.caltech.edu/CaltechAUTHORS:20131210-103918595

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Abstract

Pyrroloindoline alkaloids constitute a large family of natural products that has inspired the development of an impressive array of new reactions to prepare the key heterocyclic motif. This synopsis will address catalytic, asymmetric reactions developed to synthesize pyrroloindolines bearing C3a all-carbon quaternary stereocenters. The methods described herein include both transition-metal-catalyzed and organocatalyzed reactions that have been demonstrated to be suitable for the synthesis of the pyrroloindoline framework.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/jo4017953DOIArticle
http://pubs.acs.org/doi/abs/10.1021/jo4017953PublisherArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3905788/PubMed CentralArticle
ORCID:
AuthorORCID
Reisman, Sarah E.0000-0001-8244-9300
Additional Information:© 2013 American Chemical Society. Received: August 15, 2013. Publication Date: December 2, 2013. We thank the California Institute of Technology, the NIH (NIGMS RGM097582A), the Baxter Foundation, Amgen, Boehringer Ingelheim, and the donors of the ACS Petroleum Research Foundation for providing financial support for our research efforts in this field. S.E.R. is a fellow of the Alfred P. Sloan Foundation, a Camille Dreyfus Teacher−Scholar, and an American Cancer Society Research Scholar. L.M.R was supported by a fellowship from the ACS Division of Organic Chemistry sponsored by Genentech.
Funders:
Funding AgencyGrant Number
CaltechUNSPECIFIED
NIHRGM097582A
Baxter FoundationUNSPECIFIED
AmgenUNSPECIFIED
Boehringer IngelheimUNSPECIFIED
American Chemical Society Petroleum Research FundUNSPECIFIED
Alfred P. Sloan FoundationUNSPECIFIED
Camille and Henry Dreyfus FoundationUNSPECIFIED
American Cancer SocietyUNSPECIFIED
American Chemical Society Division of Organic ChemistryUNSPECIFIED
GenentechUNSPECIFIED
Issue or Number:24
PubMed Central ID:PMC3905788
DOI:10.1021/jo4017953
Record Number:CaltechAUTHORS:20131210-103918595
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20131210-103918595
Official Citation:Recent Developments in the Catalytic, Asymmetric Construction of Pyrroloindolines Bearing All-Carbon Quaternary Stereocenters Lindsay M. Repka and Sarah E. Reisman The Journal of Organic Chemistry 2013 78 (24), 12314-12320
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:42921
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:11 Dec 2013 22:37
Last Modified:10 Nov 2021 16:30

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