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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.
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MARGOT, CHRISTIAN;RIZZOLIO, MICHELE;SCHLOSSER, MANFRED, TETRAHEDRON, 46,(1990) N, C. 2411-2424
作者:MARGOT, CHRISTIAN、RIZZOLIO, MICHELE、SCHLOSSER, MANFRED
DOI:——
日期:——
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MARGOT, CHRISTIAN;RIZZOLIO, MICHELE;SCHLOSSER, MANFRED, TETRAHEDRON, 46,(1990) N, C. 2411-2414
作者:MARGOT, CHRISTIAN、RIZZOLIO, MICHELE、SCHLOSSER, MANFRED
DOI:——
日期:——
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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+
DOI:——
日期:——
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BLOCK, E.;ESWARAKRISHNAN, V.;GEBREYES, K., TETRAHEDRON LETT., 1984, 25, N 48, 5469-5472
作者:BLOCK, E.、ESWARAKRISHNAN, V.、GEBREYES, K.
DOI:——
日期:——