22882-91-3Relevant articles and documents
Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes
Jiang, Yao,Thomson, Regan J.,Schaus, Scott E.
supporting information, p. 16631 - 16635 (2017/12/13)
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.
PALLADIUM(0)-CATALYZED AZIDATION OF ALLYL ESTERS WITH TRIMETHYLSILYL AZIDE
Safi, M.,Fahrang, R.,Sinou, D.
, p. 527 - 530 (2007/10/02)
Palladium(0)-catalyzed reaction of allyl esters with trimethylsilyl azide gives, under anhydrous conditions, the corresponding allyl azides.