[PROBLEMS] To provide a novel method for the allylation of N-acylhydrazones by which enantioselectively allylated N-acylhydrazines can be efficiently obtained.
[MEANS FOR SOLVING PROBLEMS] A method for the production of enantioselectively allylated N-acylhydrazines represented by the general formula [3]:
[wherein R
0
is an optionally substituted hydrocarbon group, an optionally substituted heterocyclic group, or —COOR
1
(wherein R
1
is a hydrocarbon group); R
2
is acyl; R
3
and R
4
are each hydrogen, or one of R
3
and R
4
is hydrogen and the other is a hydrocarbon group; and R
5
and R
6
are each independently hydrogen or a hydrocarbon group], characterized by reacting an N-acylhydrazone represented by the general formula [1]:
[wherein R
0
and R
2
are as defined above] with an allylating agent such as allyltrichlorosilane or crotyltrichlorosilane in the presence of a chiral phosphine oxide.
Stereochemical studies of thermal intermolecular and intramolecular N-sulfonylimine ene reactions
作者:David M. Tschaen、Edward Turos、Steven M. Weinreb
DOI:10.1021/jo00200a006
日期:1984.12
Optically Active Amines. III. The Optical Rotatory Dispersion Curves of the N-Salicylidene Derivatives of Some Open-Chain Primary Amines<sup>1</sup>
作者:Mitchum E. Warren、Howard E. Smith
DOI:10.1021/ja01086a026
日期:1965.4
US7659424B2
申请人:——
公开号:US7659424B2
公开(公告)日:2010-02-09
Stereospecific, Enantioselective Allylation of ?-Hydrazono Esters by Using Allyltrichlorosilanes with BINAP Dioxides as Neutral-Coordinate Organocatalysts