cheminform abstract: a flexible radical-based approach to tms-substituted propargyl alcohols and to...

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ChemInform 2009, 40, issue 46 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Allenes Q 0085 A Flexible Radical-Based Approach to TMS-Substituted Propargyl Alcohols and to 2,3-Allenols. — The approach to the alcohol precursors includes a radical addition of xanthates to trimethyl vinyl silane (II) to give the corresponding adducts [cf. (III)]. This step is followed by exchange of the xanthate group with a dichloro vinyl moiety [cf. (V)]. The products require protection prior to transformation into the desired allenyl alcohols. All alcohols are obtained without diastereoselectivity. — (LI, Z.; ZARD*, S. Z.; Org. Lett. 11 (2009) 13, 2868-2871; Lab. Synth. Org., CNRS, Ec. Polytech., F-91128 Palaiseau, Fr.; Eng.) — R. Steudel 46- 059

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Page 1: ChemInform Abstract: A Flexible Radical-Based Approach to TMS-Substituted Propargyl Alcohols and to 2,3-Allenols

www.cheminform.wiley-vch.de

AllenesQ 0085 A Flexible Radical-Based Approach to TMS-Substituted Propargyl Alcohols and

to 2,3-Allenols. — The approach to the alcohol precursors includes a radical addition of xanthates to trimethyl vinyl silane (II) to give the corresponding adducts [cf. (III)]. This step is followed by exchange of the xanthate group with a dichloro vinyl moiety [cf. (V)]. The products require protection prior to transformation into the desired allenyl alcohols. All alcohols are obtained without diastereoselectivity. — (LI, Z.; ZARD*, S. Z.; Org. Lett. 11 (2009) 13, 2868-2871; Lab. Synth. Org., CNRS, Ec. Polytech., F-91128 Palaiseau, Fr.; Eng.) — R. Steudel

46- 059

ChemInform 2009, 40, issue 46 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Page 2: ChemInform Abstract: A Flexible Radical-Based Approach to TMS-Substituted Propargyl Alcohols and to 2,3-Allenols

www.cheminform.wiley-vch.de

ChemInform 2009, 40, issue 46 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim