1321591-83-6Relevant articles and documents
The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines
Carrera, Diane E.
, p. 11185 - 11188 (2017)
The acid promoted addition of organotrifluoroborate salts to imine and enamine electrophiles is reported. Use of the pre-activated trifluoroboronate complex bypasses the need for α-hetero substitution on the electrophile component, greatly expanding the scope of the Petasis borono-Mannich reaction. A variety of vinyl, aromatic and heteroaromatic trifluoroborate salts undergo addition with good efficiency under mild reaction conditions. The reaction is amenable for use with a variety of carbamate protected imine and enamine electrophiles, achieving for the first time the effective coupling with aliphatic aldehydes.
Platinum-catalyzed direct amination of allylic alcohols with aqueous ammonia: Selective synthesis of primary allylamines
Das, Kalpataru,Shibuya, Ryozo,Nakahara, Yasuhito,Germain, Nicolas,Ohshima, Takashi,Mashima, Kazushi
supporting information; experimental part, p. 150 - 154 (2012/02/16)
Direct amination of unactivated allylic alcohols with aqueous ammonia was catalyzed by a Pt/phosphine complex to give the corresponding allylamines along with water as the sole by-product. Under optimized reaction conditions, primary allylamines were obtained as major products with excellent monoallylation selectivity. cod=1,5-cyclooctadiene.
Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)
Ohshima, Takashi,Nakahara, Yasuhito,Ipposhi, Junji,Miyamoto, Yoshiki,Mashima, Kazushi
supporting information; experimental part, p. 8322 - 8324 (2011/09/15)
A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.