Construction of Homoallylic Alcohols from Terminal Alkynes and Aldehydes with Installation of syn-Stereochemistry
摘要:
A cationic rhodium(I) catalyst turns 2-silyl-1-alkenylboronate, readily prepared from a terminal alkyne, into the corresponding allylboronate species, which immediately undergoes nucleophilic addition to an aldehyde to give a syn-homoallylic alcohol stereoselectively.
Palladium-Catalyzed Oxidative Rearrangement of Diaryl Alkenyl Carbinols to β,β-Diaryl α,β-Unsaturated Ketones
作者:David Rosa、Arturo Orellana
DOI:10.1021/ol201177t
日期:2011.7.15
An unusual oxidative palladium-catalyzed rearrangement of diaryl alkenyl carbinols to β,β-diaryl α,β-unsaturated ketones is described. The geometry of the alkene product is not determined by the electronic nature of the aryl substitutents but rather is determined by substitution pattern on the aryl rings. The reaction proceeds in good yields, utilizes oxygen at atmospheric pressure as the terminal
Construction of Homoallylic Alcohols from Terminal Alkynes and Aldehydes with Installation of <i>syn</i>-Stereochemistry
作者:Tomoya Miura、Yui Nishida、Masahiro Murakami
DOI:10.1021/ja502169d
日期:2014.4.30
A cationic rhodium(I) catalyst turns 2-silyl-1-alkenylboronate, readily prepared from a terminal alkyne, into the corresponding allylboronate species, which immediately undergoes nucleophilic addition to an aldehyde to give a syn-homoallylic alcohol stereoselectively.
MARKARYAN EH. A.; AVAKYAN A. S., AJKAKAN XIMIAKAN AMSAGIR, ARM. XIM. ZH., 1978, 31, HO 6, 424-429