A New Synthesis of All Four Stereoisomers of 2-(2,3-Dihydroxypropyl)piperidine via Iterative Asymmetric Dihydroxylation To Cause Enantiomeric Enhancement. Application to Asymmetric Synthesis of Naturally Occurring Piperidine-Related Alkaloids-Reference-Cited by-同舟云学术

A New Synthesis of All Four Stereoisomers of 2-(2,3-Dihydroxypropyl)piperidine via Iterative Asymmetric Dihydroxylation To Cause Enantiomeric Enhancement. Application to Asymmetric Synthesis of Naturally Occurring Piperidine-Related Alkaloids

Published:1999-10-21 Issue:23 Volume:64 Page:8594-8601
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Takahata Hiroki¹,Kubota Minoru¹,Ikota Nobuo¹

Affiliation:

1. Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama 930-0194, Japan, and National Institute of Radiological Sciences, 4-9-1 Anagawa, Inage-ku, Chiba 263-8555, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo991034w

Reference36 articles.

1. (a) Elbein, A. D.; Molyneux, R. InAlkaloids;ChemicalandBiologicalperspectives; Pelletier, S. W., Ed.; John Wiley and Sons: New York, 1987; Vol. 57, p 1.

2. Pyrrole, pyrrolidine pyridine, piperidine, azepine and tropane alkaloids

3. Asymmetric Syntheses of N-Boc 2-Substituted Pyrrolidines and Piperidines by Intramolecular Cyclization

4. The stereochemistry of the addition of titanium enolates of N-propionyl-oxazolidin-2-ones to 5- and 6-membered N-acyliminium ions

5. Efficient Routes to Chiral 2-Substituted and 2,6-Disubstituted Piperidines

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