Chemistry - A European Journal p. 11940 - 11942 (2016)
Update date:2022-08-05
Topics:
Müller, Simon T. R.
Hokamp, Tobias
Ehrmann, Svenja
Hellier, Paul
Wirth, Thomas
Ethyl diazoacetate (EDA) is one of the most prominent diazo reagents. It is frequently used in metal–carbene-type reactions. However, EDA can also be used as a nucleophile under base catalysis. Whilst the addition of EDA to aldehydes can be performed using organic bases, the addition of EDA to other carbonyl electrophiles requires the use of organometallics such as lithium diisopropylamide (LDA). The generated ethyl lithiodiazoacetate is highly reactive and decomposes rapidly, even at low temperatures. Herein, we report a continuous flow protocol that overcomes the problems associated with the instantaneous decomposition of ethyl lithiodiazoacetate. The addition of ethyl lithiodiazoacetate to ketones provides direct access to tertiary diazoalcohols in good yields.
View MoreSHANGHAI RC CHEMICALS CO.,LTD.
website:http://www.rcc.net.cn
Contact:+86-21-50322175
Address:Rm1415 Yinqiao Masion No.58 Jinxin Road Pudong Shanghai China
Changzhou Ansciep Chemical Co.,Ltd.
Contact:+86 519 8630 5871
Address:A-710 Boan International, 8 East Guangdian Road,Wujin,Changzhou
Rizhao Lanxing Chemical Indusrial Co.,Ltd
Contact:86-633-2616708
Address:NO.15 West road Shenglan, Lanshan district, Rizhao City
Ceresking Ecology & Technology co.,ltd
Contact:86 22 66218397
Address:Room 1613, Zheshang Mansion, No. 1988, Yingbin Avenue, Binhai New District, Tianjin,China.
Fuxin Jintelai Fluorin Chemical Co., Ltd.
Contact:+86-0418-8229599
Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
Doi:10.1021/ja01208a052
(1946)Doi:10.1021/jacs.0c13273
(2021)Doi:10.1002/hc.21364
(2017)Doi:10.1021/om0000818
(2000)Doi:10.1016/S0040-4039(00)00220-3
(2000)Doi:10.1016/j.inoche.2014.05.007
(2014)