Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure α-Tfm-Prolines and α-Tfm-Dihydroxyprolines

被引：57

作者：

Caupene, Caroline ^{[1
]}

Chaume, Gregory ^{[1
]}

Ricard, Louis ^{[2
]}

Brigaud, Thierry ^{[1
]}

机构：

[1] Univ Cergy Pontoise, Lab SOSCO, UMR CNRS 8123, F-95000 Cergy Pontoise, France

[2] Ecole Polytech, UMR CNRS 7653, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 01期

关键词：

RING-CLOSING METATHESIS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; N-ALKENYLAMIDES; CYCLIZATION; TRIFLUOROMETHYL; ACCESS; ACIDS;

D O I：

10.1021/ol8024567

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone provides a straightforward route to alpha-Tfm-prolines and alpha-Tfm-dihydroxyprolines. The methodologies developed are particularly well adapted for gram-scale synthesis of enantiopure compounds.

引用

页码：209 / 212

页数：4