cheminform abstract: diastereoselective oxidative carbon—carbon bond formation via silyl bis-enol...

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ChemInform 2009, 40, issue 19 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Polyphenyl derivatives Q 0700 Diastereoselective Oxidative Carbon—Carbon Bond Formation via Silyl Bis-enol Ethers. — A variety of symmetrical and unsymmetrical substrates undergoes formal dimerization and cross-coupling, respectively. A higher steric hindrance of the starting material results in a higher stereoselectivity. Coupling of meso silyl bis-enol ether (XIII), derived from (R)- and (S)-carvone, furnishes the racemic product (XIV) as the main component. — (AVETTA, C. T. J.; KONKOL, L. C.; TAYLOR, C. N.; DUGAN, K. C.; STERN, C. L.; THOMSON*, R. J.; Org. Lett. 10 (2008) 24, 5621-5624; Dep. Chem., Northwest. Univ., Evanston, IL 60208, USA; Eng.) — R. Steudel 19- 084

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Page 1: ChemInform Abstract: Diastereoselective Oxidative Carbon—Carbon Bond Formation via Silyl Bis-enol Ethers

www.cheminform.wiley-vch.de

Polyphenyl derivativesQ 0700 Diastereoselective Oxidative Carbon—Carbon Bond Formation via Silyl Bis-enol

Ethers. — A variety of symmetrical and unsymmetrical substrates undergoes formal dimerization and cross-coupling, respectively. A higher steric hindrance of the starting material results in a higher stereoselectivity. Coupling of meso silyl bis-enol ether (XIII), derived from (R)- and (S)-carvone, furnishes the racemic product (XIV) as the main component. — (AVETTA, C. T. J.; KONKOL, L. C.; TAYLOR, C. N.; DUGAN, K. C.; STERN, C. L.; THOMSON*, R. J.; Org. Lett. 10 (2008) 24, 5621-5624; Dep. Chem., Northwest. Univ., Evanston, IL 60208, USA; Eng.) — R. Steudel

19- 084

ChemInform 2009, 40, issue 19 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Page 2: ChemInform Abstract: Diastereoselective Oxidative Carbon—Carbon Bond Formation via Silyl Bis-enol Ethers

www.cheminform.wiley-vch.de

ChemInform 2009, 40, issue 19 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim