✍ Scribed by Mark Rucker; Reinhard Brückner
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The first 3--->6 type ring-closing dienediyne synthesis by means of a McMurry reaction was realized by converting the ketoaldehyde 20 into the 6-/10-membered bicyclic dienediyne 22. Diastereoselective pinacol couplings 20--->23 and 21--~24 giving 6-/10-membered bicyclic enediynediols were possible, too.
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The 6-ring/10-ring dienediyne model 11 of the antitumor agent neocarzinostatin chromophore 1 and its 6-ring/11-ring homolog 12 have been obtained in 41 and 18% yields, respectively, by McMurry cyclizations of ketoaldehydes 8 and 9 using TiCl 3 и2DME and Zn/Cu couple. Compounds 8 and 9 were obtained
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
A stereocontrolled and flexible synthetic approach to acyclic (E,E) and (Z,E)-dienediynes, related to the neocarzinostatin chromophore 5, from readily available stannylated chlorodienes 1 and dienynes 2 is described.