A stereoselective synthesis of anti-γ,δ-alkynyl- and -alkenyl-β-hydroxy-α-amino esters from tin(<scp>ii</scp>) enolates of glycinate
作者:Jonathan J. Gridley、Michael P. Coogan、David W. Knight、K. M. Abdul Malik、Christopher M. Sharland、Jirada Singkhonrat、Siân Williams
DOI:10.1039/b306291k
日期:——
Condensations between the tin(II) enolate 11 of ethyl N-tosylglycinate and conjugated ynals 12 and ynones 14 are highly diastereoselective, in favour of the anti-isomers 13 and 15; similar reactions of enals and enones 17 show lower but still useful levels of anti-stereoselectivity.
乙基N-对甲苯磺酰甘氨酸盐的锡(II)烯醇化物11与共轭炔醛12和炔酮14之间的缩合反应具有高度的非对映选择性,有利于反式异构体13和15的生成;类似的烯醛和烯酮17反应也表现出较低但仍然有用的反式立体选择性。