Omega-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation.
A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using omega-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates.
Giacomina
Francesca
F
Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet CH-1211, Geneva 4, Switzerland.
Riat
David
D
Alexakis
Alexandre
A
D000478:Alkylation; D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D005030:Ethylenes / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000498:Allyl Compounds; D005030:Ethylenes; D009942:Organometallic Compounds; D007495:Iridium; D003300:Copper