64701-62-8Relevant articles and documents
STEREOSPECIFIC SYN-ACYLAMIDATION OF OLEFINS
Gridnev, I. D.,Buevich, A. V.,Sergeyev, N. M.,Balenkova, E. S.
, p. 1987 - 1990 (1989)
Acylamidation of 1-methylcyclopentene by acetyl boronfluoride - acetonitrile complex proceeds stereospecifically with syn-addition.
SCOPE AND STEREOCHEMICAL COURSE OF THE (TRIMETHYLSILYL)CYCLOPENTENE ANNULATION
Danheiser, Rick, L.,Carini, David, J.,Fink, David M.,Basak, Ajoy
, p. 935 - 948 (2007/10/02)
A new, regiospecific annulation approach to highly substituted 5-membered carbocycles has been developed.The "TMS-cyclopentene annulation" involves the reaction of (trimethylsilyl)allenes with electrondeficient alkenes and alkynes in the presence of titanium tetrachloride to afford, in a single step, a functionalized and highly substituted TMS-cyclopentene derivative.Annulations employing α, β-unsaturated ketones proceed stereoselectively via suprafacial addition to the enone.Some useful transformations of the annulation products are also described; for example, treatment with K2CO3-methanol or HF in acetonitrile effects isomerization and desilylation yielding α, β-unsaturated ketones.