71699-34-8Relevant articles and documents
Titanium and Boron Mediated Aldol Reactions of β-Hydroxy Ketones
Luke, George P.,Morris, Joel
, p. 3013 - 3019 (1995)
The reaction of enolates derived from titanium and boron complexes of β-hydroxy ketones with aldehydes afforded aldol products in good to excellent yields.Whereas the boron mediated reactions gave exclusively anti aldol products derived from the reaction at Cα, the titanium mediated reactions produced primarily syn aldol products from reaction at Cα'.The product selectivites observed in the titanium mediated aldol reactions were highly dependent on the substitution pattern of the starting β-hydroxy ketone.
Stereoselective synthesis of a novel spiroacetal-dihydropyrone related to auripyrone
Perkins, Michael V.,Jahangiri, Saba,Taylor, Max R.
, p. 2025 - 2028 (2007/10/03)
A model spiroacetal-dihydropyrone related to that found in auripyrones A and B has been synthesised by a spiroacetalisation dehydration cascade. The route includes an unusual mutual kinetic diastereoselecting aldol reaction combining the key fragments.
Stereoselective aldol reaction of α-seleno carbonyl compounds: Preparation of (Z)-α,β-unsaturated carbonyl compounds
Nakamura, Shuichi,Hayakawa, Toshinobu,Nishi, Tatsuya,Watanabe, Yoshihiko,Toru, Takeshi
, p. 6703 - 6711 (2007/10/03)
The aldol reaction of the titanium enolates of α-seleno esters in the presence of Ph3P or Ph3PO gave the products with high stereoselectivity favoring the syn isomers. Reaction of α-seleno ketones with TiCl4 in the presence of 2 equiv. of Et3N, and subsequently with aldehydes, gave the aldol products with high syn selectivity. The stereoselectivity in the aldol reaction of 3-pentanone also increased by using an excess amount of Et3N. The aldol products thus obtained from the α-seleno carbonyl compounds could be stereospecifically converted to (Z)-α,β-unsaturated carbonyl compounds by treatment with pyridine. (Z)-Alkylidenecyclopentanones were exclusively formed by treatment of the syn-aldol products with Et3N in the dark.