1025324-83-7Relevant academic research and scientific papers
Combined metalation-cross coupling strategies: A synthesis of schumanniophytine by a key biaryl O-carbamate remote anionic fries rearrangement
Macklin, Todd K.,Reed, Mark A.,Snieckus, Victor
, p. 1507 - 1509 (2008)
A short synthesis of the alkaloid schumanniophytine (1) starting from simple building blocks and involving directed ortho metalation (DoM), Suzuki-Miyaura cross coupling, and a key ortho-silicon-induced O-carbamate remote anionic Fries rearrangement (3) is described. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Rhodium-Catalyzed C-O Bond Alkynylation of Aryl Carbamates with Propargyl Alcohols
Yasui, Kosuke,Chatani, Naoto,Tobisu, Mamoru
supporting information, p. 2108 - 2111 (2018/04/16)
The rhodium-catalyzed alkynylation of aryl carbamates with propargyl alcohols is described. This methodology can provide aryl acetylenes from aryl carbamates via C-O bond activation. The use of propargyl alcohols as alkynylating agents allows the use of a variety of functional groups that are incompatible with organometallic nucleophiles. This reaction also serves to broaden the utility of a carbamate moiety as a convertible ortho directing group.
