Metal-free imination of sulfoxides and sulfides

被引:42
作者
Cho, GY [1 ]
Bolm, C [1 ]
机构
[1] Univ Aachen, Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
asymmetric synthesis; iminations; metal-free; sulfoxides; sulfoximines;
D O I
10.1016/j.tetlet.2005.09.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using a nitrogen transfer agent obtained in situ by mixing of NsNH(2) and PhI(OAc)(2), various N-nosyl sulfoximines and N-nosyl sulfilimines have been prepared under metal-free conditions starting from the corresponding sulfoxides and sulfides, respectively. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8007 / 8008
页数:2
相关论文
共 28 条
[1]   REACTIVE INTERMEDIATES .20. PREPARATION OF SULFOXIMIDES FROM SULFOXIDES AND N-AMINO-LACTAMS, AND A STUDY OF THEIR FRAGMENTATION [J].
ANDERSON, DJ ;
REES, CW ;
STANTON, E ;
HORWELL, DC ;
GILCHRIS.TL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (11) :1317-&
[2]  
[Anonymous], UNPUB
[3]  
Bach T, 1999, EUR J ORG CHEM, V1999, P1033
[4]   The stability of pseudopeptides bearing sulfoximines as chiral backbone modifying element towards proteinase K [J].
Bolm, C ;
Müller, D ;
Dalhoff, C ;
Hackenberger, CPR ;
Weinhold, E .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (19) :3207-3211
[5]   An efficient resolution of (+/-)-S-methyl-S-phenylsulfoximine with (+)-10-camphorsulfonic acid by the method of half-quantities [J].
Brandt, J ;
Gais, HJ .
TETRAHEDRON-ASYMMETRY, 1997, 8 (06) :909-912
[6]  
BUDAVARI S, 1996, MERCK INDEX, P451
[7]  
COLONNA S, 1974, J CHEM SOC P1, V18, P2120
[8]  
Fieser M., 1975, REAGENTS ORGANIC SYN, V5, P430
[9]  
FUSCO R, 1965, CHIM IND-MILAN, V47, P61
[10]   ASYMMETRIC SYNTHESES USING OPTICALLY-ACTIVE OXOSULFONIUM ALKYLIDES [J].
JOHNSON, CR ;
SCHROECK, CW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (22) :7418-7423