The First 6-Membered/10-Membered Ring Analogues of the Dienediyne Core of Neocarzinostatin Chromophore

DOI: 10.1016/00404-0399(50)1025D-

Source and publish data:

Tetrahedron Letters p. 5167 - 5170 (1995)

Update date:2022-07-29

Topics:

Authors:

Eckhardt, Matthias

Brueckner, Reinhard

Suffert, Jean

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Article abstract of DOI:10.1016/00404-0399(50)1025D-

The Z-configurated enoltriflate 16 and ortho-ethinyl benzaldehyde were coupled giving the (trimethylsilyl)ethinyl aldehyde 17 which cyclized (-> tricyclic dienediyne 14; 21percent) in the presence of CsF, Ac2O, and 18-crown-6.A similar coupling allowed to prepare iodoalkinyl aldehyde 21.It gave the tricyclic dienediyne 13 (53percent) in a Nozaki-Hiyama reaction with stoichiometric NiCl2.

Full text of DOI:10.1016/00404-0399(50)1025D-

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