SN2 regioselectivity in the esterification of 5- and 7-membered azacycloalkane quaternary salts: a DFT study to reveal the transition state ring conformation prevailing over the ground state ring strain-Reference-Cited by-同舟云学术

SN2 regioselectivity in the esterification of 5- and 7-membered azacycloalkane quaternary salts: a DFT study to reveal the transition state ring conformation prevailing over the ground state ring strain

Published:2014 Issue:34 Volume:12 Page:6717-6724
ISSN:1477-0520
Container-title:Org. Biomol. Chem.
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kimura Akihiro¹²³,Kawauchi Susumu¹²³,Yamamoto Takuya¹²³,Tezuka Yasuyuki¹²³

Affiliation:

1. Department of Organic and Polymeric Materials

2. Tokyo Institute of Technology

3. Tokyo, Japan

Abstract

S_N2 regioselectivity in 5- and 7-membered azacycloalkanes quaternary salts is directed by the transition state ring conformation.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/OB/C4OB00695J

Reference58 articles.

1. Ueber Polyacetylenverbindungen

2. A. Greenberg and J. F.Liebman , Strained Organic Molecules , Academic Press , New York , 1978 , vol. 38

3. The Concept of Strain in Organic Chemistry

4. E. L. Eliel , S. H.Wilen and L. N.Mander , Stereochemistry of Organic Compounds , Wiley , New York , 2nd edn, 1994

5. M. Florkin and E. H.Storz , Comprehensive Biochemistry: Metabolism of Cyclic Compounds , Elsevier , Amsterdam, London, New York , 1968 , vol. 20

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