First total synthesis of the brominated polyacetylenes (+)-diplyne A and D: proof of absolute configuration

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• 作者：Gung ; Benjamin W. ; Gibeau ; Craig ; Jones ; Amanda
• 刊名：Tetrahedron: Asymmetry
• 出版年：2004
• 出版时间：December 13, 2004
• 年：2004
• 卷：15
• 期：24
• 页码：3973-3977
• 全文大小：292 K

文摘

The first total syntheses of the enantiomers of two novel brominated polyacetylenic natural products, diplynes A and D, are reported. The syntheses are based on Pd and Cu(I)-catalyzed coupling reactions. The stereocenter was derived from D-mannitol. The stereocenter in the naturally occurring (aaa)-diplyne A was established to have an (R)-configuration.