Self-selection in olefin cross-metathesis: the effect of remote functionality.
Olefin cross-metathesis (CM) is potentially an attractive method for generating dynamic combinatorial libraries (DCLs). In order for the CM reaction to be useful for DCL production, the course of the reaction and product distribution must be relatively insensitive to functionality remote from the reacting centers. We report on the CM of a series of allyl- and homoallylamides that are strongly dependent on remote functionality. This includes an unusual example of a cis-selective CM. [Reaction: see text]
McNaughton
Brian R
BR
Department of Dermatology, Department of Chemistry, and The Center for Future Health, University of Rochester, Rochester, NY 14642, USA.
Bucholtz
Kevin M
KM
Camaaño-Moure
Ana
A
Miller
Benjamin L
BL
D000475:Alkenes / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure
D000475:Alkenes; D000577:Amides; D000596:Amino Acids