Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles.
Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene-yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six- to eight-membered chiral heterocycles are accessible in high yields and with excellent enantioselectivities.
Teichert
Johannes F
JF
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
Zhang
Suyan
S
van Zijl
Anthoni W
AW
Slaa
Jan Willem
JW
Minnaard
Adriaan J
AJ
Feringa
Ben L
BL
D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
D000498:Allyl Compounds; D006571:Heterocyclic Compounds