153495-48-8Relevant articles and documents
trans-hydroalumination/alkylation: One-pot synthesis of trisubstituted allylic alcohols
Langille, Neil F.,Jamison, Timothy F.
, p. 3761 - 3764 (2006)
Described herein is a method of stereoselective synthesis of trisubstituted allylic alcohols by alkylation of alkenyl alanates, formed in situ through treatment of propargyl alcohols with Vitride (Red-Al). This technique represents the first of its kind to feature a trans-hydrometalation, and is particularly effective for the formation of 1,4-dienes. Applications involving primary, secondary, and tertiary alcohols are discussed, as well as limitations regarding both alkyne and electrophile components.
Bronsted acid-promoted cyclizations of 1-siloxy-1,5-diynes
Sun, Jianwei,Kozmin, Sergey A.
, p. 13512 - 13513 (2007/10/03)
We have developed the first HNTf2-promoted 5-endo-dig cyclizations of 1-siloxy-1,5-diynes, which proceed with concomitant formation of C-Hal bonds as a result of halide abstraction from a halocarbon by the intermediate alkenyl cation. This process is enabled by a chemoselective activation of the more electron-rich siloxy alkyne moiety of the diyne cyclization precursor and represents an efficient and highly diastereoselective method for assembly of a range of β-halo enones. Copyright
