65133-99-5Relevant academic research and scientific papers
Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes
Jiang, Yao,Thomson, Regan J.,Schaus, Scott E.
, p. 16631 - 16635 (2017)
The traceless Petasis borono-Mannich reaction of enals, sulfonylhydrazines, and allylboronates, catalyzed by chiral biphenols, results in an asymmetric reductive transposition of the in situ generated allylic diazene. Acyclic 1,4-diene products bearing either alkyl- or aryl-substituted benzylic stereocenters are afforded in excellent yields and enantiomeric ratios of up to 99:1. The use of crotylboronates in the reaction results in concomitant formation of two stereocenters in either a 1,4-syn or anti relationship from the corresponding E- or Z-crotylboronate used in the reaction. The use of β-monosubstituted enals in the asymmetric traceless Petasis borono-Mannich reaction of crotylboronates installs tertiary methyl-bearing stereocenters in good yields and high enantioselectivities.
Synthese chiraler Azobenzole und Untersuchung der in nematischen Fluessigkristallen durch sie induzierten cholesterischen Phasen
Heppke, Gerd,Marschall, Helga,Nuernberg, Peter,Oestreicher, Feodor,Scherowsky, Guenter
, p. 2501 - 2518 (2007/10/02)
The chiral cis- and trans-azo compounds 8a - d and 9a - d with para- or ortho-standing chiral side chains as well as the trans-azoxy derivatives 17a - d and 18a - d are synthesized.The influence of the molecular structure and the distance of the chiral centre from the aromatic nucleus on screw sense and pitch of induced cholesteric phases is investigated.The cis-azo compounds 9c and d show atropisomerism.
