127717-10-6Relevant articles and documents
Equatorial preference in the GaCl3-promoted ethenylation of cyclic ketones
Arisawa,Miyagawa,Yamaguchi
, p. 138 - 145 (2002)
Silyl enol ethers derived from substituted cyclohexanones are ethenylated with trimethylsilylethyne in the presence of GaCl3. Carbon-carbon bond formation was completed in less than 5 min at room temperature and protodegallation of the organogallium intermediate formed with 6 M sulfuric acid gave β-enones. The reactions exhibit a bias for the equatorial C-C bond formation, which contrasts the axial stereochemistry of enolate alkylation. The origin of this stereoselectivity is discussed.
STEREOSELECTIVE CYCLIZATION OF (E)- AND (Z)-5,6-DIMETHYL-8-TRIMETHYLSILYL-6-OCTENALS
Asao, Kazuhiko,Iio, Hideo,Tokoroyama, Takashi
, p. 6397 - 6400 (2007/10/02)
The diastereoselectivities in the acid-mediated cyclization of (E)- and (Z)-5,6-dimethyl-8-trimethylsilyl-6-octenals, both stereoselectively synthesized, were investigated.Excellent preference for the formation of cis-dimethylcyclohexanols was realized, s