A new synthetic method for rotaxanes via tandem Claisen rearrangement, diesterification, and aminolysis

DOI: 10.1016/S0040-4039(02)01201-7

Source and publish data:

Tetrahedron Letters p. 5747 - 5750 (2002)

Update date:2022-07-30

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Authors:

Hiratani, Kazuhisa

Suga, Jun-Ichi

Nagawa, Yoshinobu

Houjou, Hirohiko

Tokuhisa, Hideo

Numata, Munenori

Watanabe, Kunihiro

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Article abstract of DOI:10.1016/S0040-4039(02)01201-7

A novel methodology to make rotaxanes via covalent bond formation has been developed. Rotaxanes composed of crownophanes having two phenolic hydroxy groups as a molecular rotor and an axle having diamide moieties were synthesized in moderate yields via three step processes: tandem Claisen rearrangement, intramolecular diesterification, and aminolysis.

Full text of DOI:10.1016/S0040-4039(02)01201-7

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