ChemInform Abstract: Aryl tert-Butyl Sulfoxide-Promoted Highly Enantioselective Addition of...
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ChemInform 2010, 41, issue 05 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Alcohols Q 0230 DOI: 10.1002/chin.201005058 Aryl tert-Butyl Sulfoxide-Promoted Highly Enantioselective Addition of Allyl- trichlorosilane to Aldehydes. — The title reaction provides the corresponding homo- allylic alcohols (III), (V) and (VII) with good yields and moderate to high enantiose- lectivities. Best results are achieved with chiral sulfoxide catalysts containing an ortho-alkoxyaryl ring, e.g. TPS or BSPE. The reaction mechanism is discussed. It is proposed that only one molecule of sulfoxide is involved in the stereodetermining step. — (WANG, P.; CHEN, J.; CUN, L.; DENG, J.; ZHU, J.; LIAO*, J.; Org. Biomol. Chem. 7 (2009) 18, 3741-3747; Union Lab. Asymmetric Synth., Chengdu Inst. Org. Chem., Chin. Acad. Sci., Chengdu 610041, Peop. Rep. China; Eng.) — Mischke 05- 058
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AlcoholsQ 0230 DOI: 10.1002/chin.201005058
Aryl tert-Butyl Sulfoxide-Promoted Highly Enantioselective Addition of Allyl-trichlorosilane to Aldehydes. — The title reaction provides the corresponding homo-allylic alcohols (III), (V) and (VII) with good yields and moderate to high enantiose-lectivities. Best results are achieved with chiral sulfoxide catalysts containing an ortho-alkoxyaryl ring, e.g. TPS or BSPE. The reaction mechanism is discussed. It is proposed that only one molecule of sulfoxide is involved in the stereodetermining step. — (WANG, P.; CHEN, J.; CUN, L.; DENG, J.; ZHU, J.; LIAO*, J.; Org. Biomol. Chem. 7 (2009) 18, 3741-3747; Union Lab. Asymmetric Synth., Chengdu Inst. Org. Chem., Chin. Acad. Sci., Chengdu 610041, Peop. Rep. China; Eng.) — Mischke
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ChemInform 2010, 41, issue 05 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
