Practical synthesis and Diels-Alder chemistry of [4]dendralene

Alan D. Payne; Anthony C. Willis; Michael S. Sherburn

doi:10.1021/ja053772+

Practical synthesis and Diels-Alder chemistry of [4]dendralene

Alan D. Payne, Anthony C. Willis^*, Michael S. Sherburn

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

67 Citations (SciVal)

Abstract

Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.

Original language	English
Pages (from-to)	12188-12189
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	35
DOIs	https://doi.org/10.1021/ja053772+
Publication status	Published - 7 Sept 2005

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title = "Practical synthesis and Diels-Alder chemistry of [4]dendralene",

abstract = "Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.",

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N2 - Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.

AB - Spectacular new atom efficient domino cycloaddition sequences involving [4]dendralene, the simplest cross-conjugated tetraene, are reported. Up to eight stereocenters, three new rings, and six C-C bonds are generated in one synthetic operation. The site selectivity of dienophile addition to cross-conjugated trienes and tetraenes is controlled with a simple Lewis acid.

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 35

ER -

Practical synthesis and Diels-Alder chemistry of [4]dendralene

Abstract

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