jo050822k_si_001.pdf (4.22 MB)
0/0

Total Syntheses of Naturally Occurring Diacetylenic Spiroacetal Enol Ethers

Download (4.22 MB)
journal contribution
posted on 22.07.2005 by Naoki Miyakoshi, Daisuke Aburano, Chisato Mukai
A highly stereoselective method for constructing a (2E)-methoxymethylidene-1,6-dioxaspiro[4.5]decane skeleton has been developed on the basis of the palladium(II)-catalyzed ring-closing reaction of the 3,4-dioxygenated-9-hydroxy-1-nonyn-5-one derivatives as a crucial step. The newly developed procedures could be successfully applied to the first total synthesis of five diacetylenic spiroacetal enol ether natural products starting from commercially available (R,R)- or (S,S)-diethyl tartrate.

History

Exports