2003-82-9Relevant articles and documents
The Hexadehydro-Diels-Alder Cycloisomerization Reaction Proceeds by a Stepwise Mechanism
Wang, Tao,Niu, Dawen,Hoye, Thomas R.
, p. 7832 - 7835 (2016)
We report here experiments showing that the hexadehydro-Diels-Alder (HDDA) cycloisomerization reaction proceeds in a stepwise manner - i.e., via a diradical intermediate. Judicious use of substituent effects was decisive. We prepared (i) a series of triyn
Practical and safe procedures for the preparation of the lower homologues of bromoacetylene
Brandsma,Verkruijsse
, p. 984 - 985 (1990)
The lower homologues of bromoacetylene, from 1-bromopropyne to 1-bromo-1-hexyne, have been prepared in excellent yield by stirring the alkyne (in the cases of 1-propyne and 1-butyne a dilute solution in high-boiling petroleum ether) with a very concentrated aqueous solution of potassium hypobromite and potassium hydroxide.
Total Synthesis of Gelsenicine via a Catalyzed Cycloisomerization Strategy
Newcomb, Eric T.,Knutson, Phil C.,Pedersen, Blaine A.,Ferreira, Eric M.
supporting information, p. 108 - 111 (2016/01/25)
The first total synthesis of (±)-gelsenicine is reported. The synthetic route is highly efficient (13 steps), featuring (1) a pivotal metal-catalyzed isomerization/rearrangement process that forges the central core of the molecule and (2) two facile C-N bond-forming steps that establish the flanking heterocycles.