About this Chemistry article
A General Model for Selectivity in Olefin Cross Metathesis by Arnab K. Chatterjee; Tae-Lim Choi; Daniel P. Sanders; Robert H. Grubbs is a Chemistry article available to read on EtoBox.
In recent years, olefin cross metathesis (CM) has emerged as a powerful and convenient synthetic technique in organic chemistry; however, as a general synthetic method, CM has been limited by the lack of predictability in product selectivity and stereoselectivity. Investigations into olefin cross metathesis with several classes of olefins, including substituted and functionalized styrenes, secondary allylic alcohols, tertiary allylic alcohols, and olefins with R-quaternary centers, have led to a general model useful for the prediction of product selectivity and stereoselectivity in cross metathesis. As a general ranking of olefin reactivity in CM, olefins can be categorized by their relative abilities to undergo homodimerization via cross metathesis and the susceptibility of their homodimers toward secondary metathesis reactions. When an olefin of high reactivity is reacted with an olefin of lower reactivity (sterically bulky, electron-deficient, etc.), selective cross metathesis can be achieved using feedstock stoichiometries as low as 1:1. By employing a metathesis catalyst with the appropriate activity, selective cross metathesis reactions can be achieved with a wide variety of
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Arnab K. Chatterjee; Tae-Lim Choi; Daniel P. Sanders; Robert H. Grubbs
- Publisher
- American Chemical Society; American Chemical Society (ACS); Research Square (ISSN 0002-7863)
- Published
- 2003
- Language
- EN
- Field
- Chemistry (Physical Sciences)