110949-94-5Relevant articles and documents
Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization
Sun, Huai-Ri,Zhao, Qingyang,Yang, Hui,Yang, Sen,Gou, Bo-Bo,Chen, Jie,Zhou, Ling
, p. 7143 - 7148 (2019/09/07)
Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and enantioselectivities (up to 99% yield and 99% ee). Mechanistic studies suggested that the three adjacent tertiary stereocenters were constructed through the sequential formation of C-O, C-C, and C-N bonds.
Highly Stereocontrolled Construction of Tricyclo1,6>dodecanes by Intramolecular Double Michael Reaction
Ihara, Masataka,Toyota, Masahiro,Abe, Mariko,Ishida, Yohhei,Fukumoto, Keiichiro,Kametani, Tetsuji
, p. 1543 - 1550 (2007/10/02)
o-Anisaldehyde has been converted, via a sigmatropic reaction and a Birch reduction, into the cyclohexenone (10) bearing an α,β-unsaturated group.Treatment of the latter with lithium hexamethyldisilazide induced an intramolecular double Michael react