Tetrahedron Asymmetry p. 817 - 842 (1990)
Update date:2022-08-04
Topics:
Coote, Steven J.
Davies, Stephen G.
Goodfellow, Craig L.
Sutton, Kevin H.
Middlemiss, David
Naylor, Alan
(-)-(1S,2S)-(N,O-Dimethylephedrine)tricarbonylchromium(0) (6) and (-)-(1S,2R)-(N,O-dimethylpseudoephedrine)tricarbonylchromium(0) (22) undergo completely stereoselective ortho deprotonation upon treatment with alkyllithium base, followed by addition of an electrophile.In both cases, exclusive remolval of the pro-(R)-ortho proton was confirmed by single X-ray structure analyses of the methylated products.Addition of methyllithium onto the ortho-formylated derivative of complex (6) occurs stereoselectively, the stereochemistry of the major product being confirmed by a single crystal X-ray structure determination.The results presented demonstrate an efficient transfer of chirality from a side chain onto the (arene)tricarbonylchromium(0) complex and back to a different side chain.
View MoreJIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
Contact:0086-21-80264647
Address:RM 202, NO 1602 West Zhongshan Rd, Shanghai, China
NEW FORTUNE INDUSTRIAL CO.,LTD.
website:http://newfortune.lookchem.com/
Contact:+86-25-8645-9456
Address:C4-105 GREEN ISLAND FLOWER TOWN
website:http://www.shtopchem.com/
Contact:0086-0576-87776998
Address:room no 1608,xuhui business building yude road,xujiahui street, xuhui district
ANHUI CHEM-BRIGHT BIOENGINEERING CO.,LTD
Contact:86-561-4080321
Address:No.8 Lieshan Industrial Zone of Huaibei
Doi:10.1002/hlca.19750580130
(1975)Doi:10.1039/c0jm04100a
(2011)Doi:10.1039/c4ob02235a
(2014)Doi:10.1016/j.bmcl.2007.12.064
(2008)Doi:10.1021/om200678q
(2011)Doi:10.1002/chem.201100171
(2011)