14366-89-3Relevant articles and documents
The Chemistry of Enoxysilacyclobutanes: Highly Selective, Uncatalyzed Aldol Additions
Denmark, Scott E.,Griedel, Brian D.,Coe, Diane M.
, p. 988 - 990 (1993)
O-(Silacyclobutyl)ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts.The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7 - 99/1).
CHIRAL INDUCTION IN THE CYCLOCONDENSATION OF ALDEHYDES WITH SILOXYDIENES
Bednarski, M.,Maring, C.,Danishefsky, S.
, p. 3451 - 3454 (1983)
Eu(hfc)3 catalyzes the title reaction with substantial asymmetric induction.
Visible-Light-Driven, Metal-Free Divergent Difunctionalization of Alkenes Using Alkyl Formates
Zheng, Ming,Hou, Jing,Zhan, Le-Wu,Huang, Yan,Chen, Ling,Hua, Li-Li,Li, Yan,Tang, Wan-Ying,Li, Bin-Dong
, p. 542 - 553 (2021/01/14)
In recent decades, difunctionalization of alkenes has received considerable attention as an efficient and straightforward way to increase molecular complexity. However, examples of the difunctionalization of alkenes initiated by the intermolecular addition of alkoxycarbonyl radicals providing substituted alkanoates are still rare. Herein, we present the visible light-driven metal-free divergent difunctionalization of alkenes triggered by the intermolecular addition of alkoxycarbonyl radicals under ambient conditions. Employing alkyl formates as precursors of alkoxycarbonyl radicals and 4CzIPN as the photocatalyst, a variety of substituted alkanoates, including β-alkoxy, β-hydroxy, β-dimethoxymethoxy, and β-formyloxy alkanoates, could be facilely accessed with high functional group tolerance and high efficiency. Moreover, the mechanism study revealed that β-hydroxy alkanoates were generated by a selective decomposition of orthoformates promoted by the N-alkoxyazinium salt.
Asymmetric reductive aldol-type reaction with carbonyl compounds using dialkyl tartrate as a chiral ligand
Isoda, Motoyuki,Sato, Kazuyuki,Tokura, Yoriko,Tarui, Atsushi,Omote, Masaaki,Ando, Akira
, p. 956 - 961 (2014/12/11)
An asymmetric reductive aldol-type reaction of α,β-unsaturated esters with carbonyl compounds using Rh catalyst and Et2Zn was investigated. A chiral zinc complex from α,β-unsaturated ester was easily generated as the key intermediate from Et2Zn and Wilkin
