Lewis acid-catalyzed three-component condensation reactions of aldehydes, alkoxysilanes, and allenylsilanes: synthesis of α-propargyl ethers
作者:Lui Niimi、Shuichi Hiraoka、Tsutomu Yokozawa
DOI:10.1016/s0040-4020(01)01145-0
日期:2002.1
Lewis acid-catalyzed reaction of acetals with allenylsilanes and the three-component reactions of aldehydes, alkoxysilanes, and allenylsilanes are described. Both reactions are strongly dependent on the substituent at the α-position of allenylsilanes. Allenylsilanes having bulky substituents such as the tert-butyl and isopropyl groups result in the corresponding α-propargyl ethers in high yields, whereas
Stereoselective synthesis of terminal 1,3-butadienes by the condensation reaction of aldehydes and ketones with .gamma.-trimethylsilyl-substituted allylboranes
作者:Kung K. Wang、Chin Liu、Yu Gui Gu、Friedrich N. Burnett、Prem D. Sattsangi
DOI:10.1021/jo00005a045
日期:1991.3
Allylboranes 7-12, readily prepared from allenylsilanes 1-6 by hydroboration with 9-borabicyclo[3.3.1]nonane, smoothly condense with aldehydes and ketones to afford, after basic or acidic workup to promote the Peterson olefination reaction, a variety of terminal 1,3-butadienes. The dienes derived from aldehydes have high isomeric purity except in the cases with allylborane 12. Apparently, high diastereoselectivity was obtained during the condensation step with 7-11 to form 14. In each case, by simply changing the workup conditions to induce syn or anti elimination of hydroxytrimethylsilane, either the Z or the E isomer of the diene was obtained.
WESTMIJZE H.; VERMEER P., SYNTHESIS, 1979, NO 5, 390-392
作者:WESTMIJZE H.、 VERMEER P.
DOI:——
日期:——
A New and General Route to 1-Trimethylsilyl-1,2-alkadienes
作者:H. Westmijze、P. Vermeer
DOI:10.1055/s-1979-28697
日期:——
WANG, KUNG K.;LIU, CHIN;GU, YU GUI;BURNETT, FRIEDRICH;N. , SATTSANGI PREM+, J. ORG. CHEM., 56,(1991) N, C. 1914-1922
作者:WANG, KUNG K.、LIU, CHIN、GU, YU GUI、BURNETT, FRIEDRICH、N. , SATTSANGI PREM+