72001-20-8Relevant articles and documents
Indium and zinc-mediated Barbier-type addition reaction of 2,3-allenals with allyl bromide: An efficient synthesis of 1,5,6-alkatrien-4-ols
Kong, Wangqing,Fu, Chunling,Ma, Shengming
experimental part, p. 4587 - 4592 (2009/03/12)
A zinc or indium-mediated Barbier-type addition reaction of 2,3-allenals with allyl bromide in a mixed medium of aqueous NH4Cl and THF (5: 2) was developed to provide an efficient route to 1,5,6-alkatrien-4-ols, which is synthetically very useful. No 1,4-addition reaction was observed. Depending on the substrates, both indium and activated zinc afforded the 1,2-addition products in moderate to excellent yields: for terminal allenals, activated zinc was better while in other cases the yields with indium were relatively higher.
SYNTHESIS OF Α-ALLENIC ALDEHYDES AND ALLENYL TRIMETHYLSILYL KETONES VIA (TRIMETHYLSILYLOXY)BUTATRIENES
Visser, R. G.,Brandsma, L.,Bos, H. J. T.
, p. 2827 - 2828 (2007/10/02)
α-Lithiated (trimethylsilyoxy)butatrienes, generated by 1,4-elimination of methanol from 1-trimethylsilyloxy-4-methoxy-2-alkynes with tert-butyllithium, give mixtures of α-allenic aldehydes and allenyl trimethylsilyl ketones which can be separated by dist