Asymmetric 1,3-dipolar cycloadditions to 5-(R)-menthyloxy-2(5H)-furanone

Metal Complexes versus Organocatalysts in Asymmetric 1,3-Dipolar Cycloadditions

Iridium–catalyzed 1,3–dipolar cycloadditions

1,3–Dipolar cycloaddition reactions (DCR) are atom–economic processes that permit the construction of heterocycles. Their enantioselective versions allow for the creation of up to four adjacent chiral centers in a concerted fashion. In particular, well–defined half–sandwich iridium (III) catalysts have been applied to the DCR between enals or methacrylonitrile with nitrones. Excellent yield and...

(R P,R P)-Bis[(3-menthyloxy)(phenyl)­phosphino­yl] disulfide

The molecule of the title compound, C(32)H(48)O(4)P(2)S(2), has 2 symmetry, the mid-point of the S-S bond being located on a twofold rotation axis. The two tetra-hedral P units are linked by a S-S bond with a P-S-S-P torsion angle is 131.19 (6)°. The dihedral angle between two phenyl rings is 12.66 (13)°. The cyclo-hexane ring of the menthoxyl group displays a chair conformation. Weak inter-mol...

Enantioselective copper-catalyzed 1,3-dipolar cycloadditions.

1,3-Dipolar cycloadditions: applications to the synthesis of antiviral agents.

In the present perspective the advances and real possibilities of 1,3-dipolar cycloadditions as key steps in the total synthesis of virus inhibitors are described. Azides, nitrones, and azomethine ylides are the most appropriate 1,3-dipoles for the synthesis of privileged structures with the highest biological responses against viruses.