150615-45-5Relevant articles and documents
Total synthesis of (+)-spiculoic acid A
Matsumura, Daisuke,Toda, Takumi,Hayamizu, Takashi,Sawamura, Kiyoto,Takao, Ken-ichi,Tadano, Kin-ichi
supporting information; experimental part, p. 3356 - 3358 (2009/09/05)
The total synthesis of natural (+)-spiculoic acid A, a new cytotoxic marine natural product of polyketide origin, has been accomplished for the first time. The key step of the total synthesis was a stereoselective and high-yielding intramolecular Diels-Alder reaction of a highly functionalized (E,E,E)-2,7,9-dodecanal derivative for the construction of the core tetrahydroindan-2-one skeleton.
Synthesis of six-membered compounds by environmentally friendly cyclization using indirect electrolysis
Ihara, Masataka,Katsumata, Akira,Setsu, Fumihito,Tokunaga, Yuji,Fukumoto, Keiichiro
, p. 677 - 684 (2007/10/03)
[Ni(cyclam)](ClO4)2-catalyzed indirect electroreduction of olefinic bromides produced six-membered compounds in low to high yields. The synthetic intermediate 49 of Ipecac and Corynanthe alkaloids was obtained in 88% yield in a highly stereoselective manner. Lactam 66, the synthetic precursor of tacamonine, was prepared in 49% yield as a mixture of two diastereoisomers. The electrolysis of the bromoacetates gave the debrominated compounds in good yields.