Origin of Diastereofacial Selectivity in Tertiary 2-Adamantyl Cations-Reference-Cited by-同舟云学术

Origin of Diastereofacial Selectivity in Tertiary 2-Adamantyl Cations

Published:2001-06-08 Issue:26 Volume:123 Page:6396-6403
ISSN:0002-7863
Container-title:Journal of the American Chemical Society
language:en
Short-container-title:J. Am. Chem. Soc.

Author:

Filippi Antonello¹,Trout Neil A.¹,Brunelle Patrick¹,Adcock William¹,Sorensen Ted S.¹,Speranza Maurizio¹

Affiliation:

1. Contribution from the Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università di Roma “La Sapienza”, 00185 Roma, Italy, the Department of Chemistry, The Flinders University of South Australia, Adelaide, Australia 5001, and the Department of Chemistry, University of Calgary, Calgary, Alberta T2N 1N4, Canada

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Link

https://pubs.acs.org/doi/pdf/10.1021/ja010352l

Reference23 articles.

1. For reviews on this topic, see the special issue: Chem. Rev.1999,99(5).

2. Geometric equivalents of enantiomers in studies of the stereochemical course of substitution at carbon. Electronic effects in nucleophilic addition to carbonyl groups and to carbocations. Virtual proof of the existence of .sigma. participation by unstrained carbon-carbon bonds

3. Hyperconjugation as a stereoinductive factor in the approach of electrophiles to trigonal carbon

4. Electrostatic vs Hyperconjugative Effects as Stereoinductive Factors in the Adamantane Ring System

5. Stereochemistry of 2-methyl- and 2-phenyl-2-adamantyl cations

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1. Cyclochiral resorcin[4]arenes as effective enantioselectors in the gas phase;Journal of Mass Spectrometry;2012-01

2. Gas-Phase Facial Diastereoselectivity of Equatorial and Axial 4-Chloro-adamant-2-yl Cations;The Journal of Organic Chemistry;2009-06-18

3. Substituent stereochemistry effects on diastereoselective methylation reaction of 4-chloroadamantan-2-ones;Tetrahedron Letters;2008-10

4. Diastereofacial selectivity in some 4-substituted (X) 2-adamantyl derivatives: electronicversussteric effects;Journal of Physical Organic Chemistry;2008-01

5. The nature of the electronic factor governing diastereofacial selectivity in remotely substituted (X) 2-adamantyl cations: 5-Xversus4-X substitution;Journal of Physical Organic Chemistry;2007-10