102850-37-3Relevant academic research and scientific papers
Z-SELECTIVE FORMATION OF SUBSTITUTED HOMOALLYL ALCOHOLS
Hoffmann, Reinhard W.,Landmann, Bernd
, p. 3209 - 3212 (1983)
The α-substituted allylboronates 4 add to aldehydes giving with high Z-preference the homoallyl alcohols 1.The Z-vinyl bromides obtained were further converted into δ-lactones.
Stereoselective Synthesis of Alcohols, XXII. E/Z-Selectivity on Addition of α-Substituted Allylboronates to Aldehydes
Hoffmann, Reinhard W.,Landmann, Bernd
, p. 1039 - 1053 (2007/10/02)
α-Heterosubstituted allylboronates 7 are prepared.Addition of 7 to aldehydes results in E/Z-isomeric homoallyl alcohols 13 and 14.The reasons for the predominant formation of the Z-isomer 14 are discussed.The Z-bromo olefins 16 and 20 obtained in this way serve as starting point for chain extension or formation of δ-lactones 21.
