Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids

Pritchett, Beau P. and Stoltz, Brian M. (2018) Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids. Natural Product Reports, 35 (6). pp. 559-574. ISSN 0265-0568. PMCID PMC6013405. doi:10.1039/c7np00069c. https://resolver.caltech.edu/CaltechAUTHORS:20180416-135313177

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Abstract

Enantioselective Pd-catalyzed allylic alkylations of prochiral enolates represent a powerful tool for the construction of all-carbon quaternary stereocenters. This review describes the emergence of such reactions as strategic linchpins that enable efficient, stereocontrolled syntheses of Aspidosperma and related monoterpene indole alkaloids.

Item Type:

Article

Related URLs:

URL	URL Type	Description
https://doi.org/10.1039/c7np00069c	DOI	Article
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6013405	PubMed Central	Article

ORCID:

Author	ORCID
Pritchett, Beau P.	0000-0001-9922-9160
Stoltz, Brian M.	0000-0001-9837-1528

Additional Information:

© 2018 The Royal Society of Chemistry. The article was received on 23 Dec 2017 and first published on 16 Apr 2018. The authors wish to thank NIH-NIGMS (R01GM080269), Amgen, the Gordon and Betty Moore Foundation, and Caltech for financial support. B. P. P. thanks the NSF for a predoctoral fellowship (Grant DGE-1144469). Dr Robert Allen Craig, II, is thanked for editorial assistance. The authors declare no conflicts of interest.

Funders:

Funding Agency	Grant Number
NIH	R01GM080269
Amgen	UNSPECIFIED
Gordon and Betty Moore Foundation	UNSPECIFIED
Caltech	UNSPECIFIED
NSF Graduate Research Fellowship	DGE-1144469

Issue or Number:

PubMed Central ID:

PMC6013405

DOI:

10.1039/c7np00069c

Record Number:

CaltechAUTHORS:20180416-135313177

Persistent URL:

https://resolver.caltech.edu/CaltechAUTHORS:20180416-135313177

Usage Policy:

No commercial reproduction, distribution, display or performance rights in this work are provided.

ID Code:

85877

Collection:

CaltechAUTHORS

Deposited By:

Tony Diaz

Deposited On:

16 Apr 2018 21:01

Last Modified:

09 Mar 2022 19:08

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