667457-69-4Relevant academic research and scientific papers
Regio- and Enantioselective Intramolecular Amide Carbene Insertion into Primary C-H Bonds Using Ru(II)-Pheox Catalyst
Nakagawa, Yoko,Chanthamath, Soda,Liang, Yumeng,Shibatomi, Kazutaka,Iwasa, Seiji
, p. 2607 - 2618 (2019/02/26)
We have established a method for the highly regio- and enantioselective functionalization of tert-butyl groups via intramolecular amide carbene insertion into C-H bonds, yielding γ-lactams with 91% ee in up to 99% yield. This reaction uses a ruthenium(II) phenyl oxazoline (Ru(II)-Pheox) complex. The catalytic intramolecular carbene transfer reaction to the primary C-H bond proceeds rapidly and selectively compared to that with secondary C-H, benzylic secondary C-H, tert-C-H, or sp2C-H bonds in the presence of 1 mol % Ru(II)-Pheox catalyst. This is the first example of a catalytic carbenoid insertion into an unactivated tert-butyl group with enantiocontrol at the carbenoid carbon.
Regio- and stereocontrol elements in Rh(II)-catalyzed intramolecular C-H insertion of α-diazo-α-(phenylsulfonyl)-acetamides
Yoon, Cheol Hwan,Zaworotko, Michael J.,Moulton, Brian,Jung, Kyung Woon
, p. 3539 - 3542 (2007/10/03)
(matrix presnted) Intramolecular C-H insertion reaction of α-diazo-α-(phenylsulfonyl)acetamides proceeded with high regio- and stereoselectivities to afford highly functionalized y-lactams predominantly or exclusively. The high regioselectivity was attrib
