823785-52-0Relevant articles and documents
Rhodium-catalyzed intramolecular hydroacylation of 5- and 6-alkynals: Convenient synthesis of α-alkylidenecycloalkanones and cycloalkenones
Takeishi, Kenzo,Sugishima, Koudai,Sasaki, Kaori,Tanaka, Ken
, p. 5681 - 5688 (2007/10/03)
A novel intramolecular hydroacylation of 5- and 6-alkynals leading to α-alkylidenecycloalkanones was accomplished by using cationic a rhodium(I)/BINAP complex. For all cyclizations described, a single (E)-olefin isomer was obtained. At elevated temperature, hydroacylation and double bond migration of 5- and 6-alkynals proceeded in a one-pot reaction to give cycloalkenones. An intramolecular hydroacylation of a 7-alkynal was unsuccessful. This method represents an attractive new route to highly functionalized α-alkylidenecycloalkanones and cycloalkenones.