Fused tetracycles with a benzene or cyclohexadiene core: [2 + 2 + 2] cycloadditions on macrocyclic systems.
A series of fused tetracycles with a benzene or cyclohexadiene core (2a-h) is satisfactorily prepared by intramolecular [2 + 2 + 2] cycloadditions of triynic and enediynic macrocycles (1a-h) under RhCl(PPh3)3 catalysis; the enantioselective cycloaddition of macrocycles 1b and 1e and gives chiral tetracycles with moderate enantiomeric excess.
Brun
Sandra
S
Department of Chemistry, Universitat de Girona, Campus de Montilivi, s/n., E-17071-Girona, Spain.
Garcia
Lídia
L
González
Iván
I
Torrent
Anna
A
Dachs
Anna
A
Pla-Quintana
Anna
A
Parella
Teodor
T
Roglans
Anna
A
D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D001554:Benzene / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D053138:Cyclohexenes / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D053138:Cyclohexenes; D006576:Heterocyclic Compounds, 4 or More Rings; D047028:Macrocyclic Compounds; D009942:Organometallic Compounds; D012238:Rhodium; D001554:Benzene