S<sub>N</sub>2 versus S<sub>N</sub>2′ Competition-Reference-Cited by-同舟云学术

S_N2 versus S_N2′ Competition

Published:2022-06-24 Issue:14 Volume:87 Page:8892-8901
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Hansen Thomas¹²³^ORCID,Vermeeren Pascal¹^ORCID,de Jong Lea¹,Bickelhaupt F. Matthias¹⁴^ORCID,Hamlin Trevor A.¹^ORCID

Affiliation:

1. Department of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMMS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands

2. Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands

3. Departament de Química Inorgànica i Orgànica & IQTCUB, Universitat de Barcelona, 08028 Barcelona, Spain

4. Institute for Molecules and Materials (IMM), Radboud University, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands

Funder

Nederlandse Organisatie voor Wetenschappelijk Onderzoek

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.2c00527

Reference72 articles.

1. SN2' Additions of organocopper reagents to vinyloxiranes

2. Very high chemoselective, regioselective, and E-stereoselective 1,3-chirality transfer involving reaction of acyclic (E)- and (Z)-.gamma.-mesyloxy .alpha.,.beta.-enoates and organocyanocopper-trifluoroborane reagents. Efficient synthetic routes to functionalized chiral .alpha.-alkyl (E)-.beta.,.gamma.-enoates and (E)-allylic alcohols with high optical purity

3. 1,2-Asymmetric induction in the SN2'-allylation of organocopper and organozinc reagents

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