Regioselectivity Patterns Featured by Formaldehyde in the Electrophilic Addition to gem-Difluoro and gem-Dichloroallyl Systems. An ab Initio Theoretical Study-Reference-Cited by-同舟云学术

Regioselectivity Patterns Featured by Formaldehyde in the Electrophilic Addition to gem-Difluoro and gem-Dichloroallyl Systems. An ab Initio Theoretical Study

Published:1996-01-01 Issue:20 Volume:61 Page:7066-7076
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Canepa Carlo¹,Tonachini Glauco¹

Affiliation:

1. Dipartimento di Chimica Generale e Organica Applicata dell' Università di Torino, Corso Massimo D'Azeglio, 48 10125 Torino, Italy

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo951620z

Reference25 articles.

1. New functional allylic lithium reagents: gem-dialkoxyallyllithium reagents: a useful route to β-silyl- and β-stannylpropionate esters

2. Reaction of gem-dichloroallyllithium with aldehydes, ketones, and other organic substrates. An example of electronic control of regioselectivity in the reactions of an ambident nucleophile

3. gem-Dichloroallyllithium: A seemingly ambident nucleophile

4. Addition of gem-dichloroallyllithium to aldehydes and ketones. Unprecendented ambident character of an allylic metal reagent governed by substrate electronic factors

5. gem-(Difluoroallyl)lithium: Preparation by lithium-halogen exchange and utilization in organosilicon and organic synthesis

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