In:
Synthesis, Georg Thieme Verlag KG, Vol. 50, No. 12 ( 2018-06), p. 2347-2358
Abstract:
A class of multifunctional amidophosphanes derived from chiral 1,2-diphenylethylenediamines and natural α-amino acids has been developed. Among these, in combination with silver(I) salts, a chiral secondary amine–amidophosphane precatalyst has been demonstrated as being a highly efficient multifunctional precatalyst in the asymmetric 1,3-dipolar cycloaddition of azomethine ylides, including a series of heterocyclic, aliphatic, and 2-substituted azomethine ylides, and aromatic α,β-unsaturated aldehyde derived imino esters with different electron-deficient alkenes, as well as the three-component reaction of α-imino esters generated in situ by using N,N′-diisopropylcarbodiimide as dehydrating agent. Under optimal conditions, highly functionalized endo-adducts were obtained in high to excellent yields (up to 99% yield) and enantioselectivities (up to 〉 99.9% ee).
Type of Medium:
Online Resource
ISSN:
0039-7881
,
1437-210X
DOI:
10.1055/s-0037-1609492
Language:
English
Publisher:
Georg Thieme Verlag KG
Publication Date:
2018
detail.hit.zdb_id:
204080-3
detail.hit.zdb_id:
2033062-5
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