501328-47-8Relevant articles and documents
Wittig rearrangements of (heteroaryl)alkyl propargyl ethers - Synthesis of allenic and propargylic alcohols
Florio, Saverio,Granito, Catia,Ingrosso, Giovanni,Troisi, Luigino
, p. 3465 - 3472 (2007/10/03)
(Heteroaryl)alkyl propargyl ethers have been synthesized and treated with nBuLi in THF at -78°C. The resulting α- or α′-lithio derivatives could be trapped with iodomethane, affording the corresponding α- or α′-methylated products. Treatment in the absence of an external electrophile resulted either in allenic alcohols or in propargylic alcohols, or in mixtures of both compounds, probably arising from competing [1,2]- and [2,3]-Wittig rearrangements, in varying ratios. A high anti diastereoselectivity was observed in the propargylic alcohols produced. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.