20006-85-3Relevant articles and documents
Freeman,P.K. et al.
, p. 1448 - 1453 (1968)
Synthetic studies toward isoschizogamine: Construction of pentacyclic core structure
Sugimoto, Kenji,Fujiwara, Hiroaki,Takada, Akihiro,Kim, Dong-Gil,Ueda, Hirofumi,Tokuyama, Hidetoshi
, p. 1028 - 1049 (2019/07/31)
Development of a concise construction of the pentacyclic core skeleton of isoschizogamine was described. Tetracyclic A,B,D,F-rings structure was assembled by intramolecular aza-Diels–Alder reaction via an ortho-iminoquinone methide intermediate. The C-ring was formed by oxidation of the benzylic position with a combination of Cr(CO)6 and t-BuOOH, followed by the introduction of an aminoethyl side chain, C–H oxidation of the lactam ring with CrO3 and n-Bu4NI, and final cyclization to construct the cyclic aminal moiety.
Pd(0)-catalyzed oxy- and aminoalkynylation of olefins for the synthesis of tetrahydrofurans and pyrrolidines
Nicolai, Stefano,Waser, Jerome
supporting information; experimental part, p. 6324 - 6327 (2012/01/13)
The first Pd(0)-catalyzed intramolecular oxy- and aminoalkynylation of nonactivated olefins is reported. The reaction gives access to important tetrahydrofuran and pyrrolidine heterocycles with high diastereoselectivity. The unique synthetic potential of acetylenes is further exploited to access key building blocks for the synthesis of bioactive natural products.