Organic Letters 2006-05-25

In pursuit of pestalotiopsin a via zirconocene-mediated ring contraction.

Shuzhi Dong, Gregory D Parker, Takahiro Tei, Leo A Paquette

Index: Org. Lett. 8(11) , 2429-31, (2006)

Full Text: HTML

Abstract

[reaction: see text] An asymmetric route from the epimeric beta-hydroxy esters 4 and 5 to the densely functionalized (+)-10 and (-)-10, respectively, is described. Either cyclobutanol can be made available as the predominant product. The levorotatory antipode has been transformed into the advanced intermediate 21 bearing side chains destined to become incorporated into the cyclononene ring of the title compound (1).

Related Compounds

  • Bis(cyclopentadien...

Related Articles:

Unusual temperature effects in propene polymerization using stereorigid zirconocene catalysts.

2003-02-15

[ChemPhysChem 6(9) , 1929-33, (2005)]

Enantioselective route from carbohydrates to cyclooctane polyols.

2005-02-03

[Org. Lett. 7(3) , 511-3, (2005)]

Functionalised cyclopentadienyl zirconium compounds as potential anticancer drugs.

2008-10-21

[Dalton Trans. (39) , 5293-5, (2008)]

Formal total synthesis of (+/-)-estrone and zirconocene-promoted cyclization of 2-fluoro-1,7-octadienes and ru-catalyzed ring closing metathesis.

2008-08-15

[J. Org. Chem. 73(16) , 6202-6, (2008)]

A selective synthesis of hydroxyborate anions as novel anchors for zirconocene catalysts.

2008-06-07

[Dalton Trans. (21) , 2866-70, (2008)]

More Articles...