Asymmetric Synthesis of Allyl- and α-Allenylamines from Chiral Imines and Alkynes via (η2-Imine)Ti(O-i-Pr)2 Complexes
摘要:
[GRAPHICS]The reaction of a divalent titanium reagent Ti(O-1-Pr)(4)/2i-PrMgX with optically active arylaidimines derived from arylaidehydes and O-methylphenylglycinol provided, in a highly diastereoselective manner, chiral (eta(2)-imine)Ti(O-i-Pr)(2) complexes, which in turn reacted with 1-alkynes or propargyl compounds to give optically active allyl- and alpha-allenylamines, respectively.
Asymmetric Synthesis of Allyl- and α-Allenylamines from Chiral Imines and Alkynes via (η2-Imine)Ti(O-i-Pr)2 Complexes
摘要:
[GRAPHICS]The reaction of a divalent titanium reagent Ti(O-1-Pr)(4)/2i-PrMgX with optically active arylaidimines derived from arylaidehydes and O-methylphenylglycinol provided, in a highly diastereoselective manner, chiral (eta(2)-imine)Ti(O-i-Pr)(2) complexes, which in turn reacted with 1-alkynes or propargyl compounds to give optically active allyl- and alpha-allenylamines, respectively.
Copper salts, such as CuCl, Cul, CuCl2 and Cu(OTf)(2), were used to catalyze the intramolecular hydroamination of allenylamines to provide the corresponding 3-pyrrolines or 2-alkenylpyrrolidines. (C) 2008 Elsevier Ltd. All rights reserved.
Asymmetric Synthesis of Allyl- and α-Allenylamines from Chiral Imines and Alkynes via (η<sup>2</sup>-Imine)Ti(O-<i>i</i>-Pr)<sub>2</sub> Complexes
作者:Kohki Fukuhara、Sentaro Okamoto、Fumie Sato
DOI:10.1021/ol034599u
日期:2003.6.1
[GRAPHICS]The reaction of a divalent titanium reagent Ti(O-1-Pr)(4)/2i-PrMgX with optically active arylaidimines derived from arylaidehydes and O-methylphenylglycinol provided, in a highly diastereoselective manner, chiral (eta(2)-imine)Ti(O-i-Pr)(2) complexes, which in turn reacted with 1-alkynes or propargyl compounds to give optically active allyl- and alpha-allenylamines, respectively.