Retrosynthetic and Synthetic Chemistry on Amphotericin B. Synthesis of C(1)-C(20) and C(21)-C(38) Fragments and Construction of the 38-Membered Macrocycle

DOI: 10.1039/c39860000413

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 413 - 416 (1986)

Update date:2022-08-04

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Authors:

Nicolaou, K. C.

Chakraborty, T. K.

Daines, R. A.

Simpkins, N. S.

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Article abstract of DOI:10.1039/c39860000413

For the first time, amphotericin B (I) has been successfully derivatized and degraded to intermediates that have been converted into compounds (II) and (III) , projected as major key intermediates for a total synthesis; methods have been developed for the coupling of fragments (II) and (III) to give the ketophosphonate-aldehyde (28) and for the cyclization of this precursor to the 38-membered macrocyclic heptaenone (29) in 70-80percent yield.

Full text of DOI:10.1039/c39860000413

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