Recognition-mediated regiocontrol of a dipolar cycloaddition reaction

Authors
Howell, SJ Spencer, N Philp, D
Citation
Sj. Howell et al., Recognition-mediated regiocontrol of a dipolar cycloaddition reaction, TETRAHEDRON, 57(23), 2001, pp. 4945-4954
Citations number
42
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
23
Year of publication
2001
Pages
4945 - 4954
Database
ISI
SICI code
0040-4020(20010604)57:23<4945:RROADC>2.0.ZU;2-K
Abstract
The rational design of a recognition-based system that is capable of accele rating and controlling the regiochemical outcome of a dipolar cycloaddition reaction between an azide and an alkyne is presented. The origins of the a cceleration and control of the cycloaddition reactions are rationalized-usi ng molecular mechanics calculations-in terms of the formation of a complex between the reagents which organizes and orients them prior to reaction. (C ) 2001 Elsevier Science Ltd. All rights reserved.