An Experimental and Computational Study of the Enantioselective Lithiation of N-Boc-pyrrolidine Using Sparteine-like Chiral Diamines-Reference-Cited by-同舟云学术

An Experimental and Computational Study of the Enantioselective Lithiation of N-Boc-pyrrolidine Using Sparteine-like Chiral Diamines

Published:2004-10-23 Issue:47 Volume:126 Page:15480-15489
ISSN:0002-7863
Container-title:Journal of the American Chemical Society
language:en
Short-container-title:J. Am. Chem. Soc.

Author:

O'Brien Peter¹,Wiberg Kenneth B.¹,Bailey William F.¹,Hermet Jean-Paul R.¹,McGrath Matthew J.¹

Affiliation:

1. Contribution from the Departments of Chemistry, University of York, Heslington, York YO10 5DD, U.K., Yale University, New Haven, Connecticut 06520-8107, and University of Connecticut, Storrs, Connecticut 06269-3060

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Link

https://pubs.acs.org/doi/pdf/10.1021/ja046834p

Reference43 articles.

1. Enantioselective Synthesis with Lithium/(−)-Sparteine Carbanion Pairs

2. Highly Enantiomerically Enriched Ketone Homoenolate Reagents Prepared by (−)-Sparteine-Mediatedγ-Deprotonation of Achiral 1-Alkenyl Carbamates

3. Chiral Lithium-1-oxyalkanides by Asymmetric Deprotonation; Enantioselective Synthesis of 2-Hydroxyalkanoic Acids and Secondary Alkanols

4. Stereoselective Generation of 1-Acyloxy-2-amino Carbanions by Deprotonation; Synthesis of Enantiomerically and Diastereomerically Pureβ-Amino Alcohols

5. Enantioselective Synthesis of (S)-1-Methyldodecyl Acetate, a Pheromone ofDrosophila mulleri, via (-)-Sparteine-Assisted Deprotonation of 1-Dodecanol

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