Journal of Organic Chemistry p. 879 - 886 (1993)
Update date:2022-08-04
Topics:
Koskinen, Ari M. P.
Munoz, Luis
tert-Butyl-substituted allyl malonates, prepared in two steps from malonic acid, are diazotized in high yields.The diazomalonates 7 undergo a stereospecific copper(I)-catalyzed cyclopropanation to give 1-(tert-butoxycarbonyl)-3-oxa-2-oxobicyclo<3.1.0>hexanes 8 which can be converted to the protected (E)- or (Z)-1-aminocyclopropane-1-carboxylic acids 10 or 15 via Curtius- or Hoffmann-type rearrangements, respectively.The sequences are short (six steps from malonic acid) and proceed with good overall yields (20-40percent overall from malonic acid).The free amino acids 12 and 13 can be liberated in two steps.
View MoreNingBO Hong Xiang Biochem.Co.Ltd
website:http://www.hxbiochem.com
Contact:0574-66003444
Address:Ning Bo Bei Lun
Beijing Century Richap Chemistry Co.,Ltd
Contact:+86- 010-64455497
Address:Guannan County, Lianyungang City, Jiangsu Province, China
TIANJIN ZHONGXIN CHEMTECH CO.,LTD.
Contact:86-022-89880739
Address:10B, Pan China International Center, No. 931 YingKou Road, TangGu, Tianjin, China, 300451
ShenZhen InnoSyn Biotech Co.,Ltd
website:http://www.innosyns.com
Contact:+86-755-28351685
Address:Floor 5 & 6, Building A1, HAIKEXING Strategic Innovative Industrial Park, 16 BaoShan Road, PingShan District
Hangzhou Ocean Chemical Co., Ltd.
website:http://www.hzoceanchem.com
Contact:+86-571-88025872, 28272092, 28272096
Address:Room 623 ,Building No 1 , COFCO Radius Commercial Center Xiwen Road, Xiacheng District, Hangzhou, Zhejiang Province, China
Doi:10.1002/pola.24641
(2011)Doi:10.1016/0022-328X(90)87300-3
(1990)Doi:10.1016/S0040-4039(00)88864-4
(1990)Doi:10.1039/c0cc05646d
(2011)Doi:10.1002/asia.201801193
(2018)Doi:10.1002/chem.201002888
(2011)