New synthetic route to 2-(diethylphosphono)-2H-azirines

被引:18
作者
Brel, VK [1 ]
机构
[1] Russian Acad Sci, Inst Physiol Act Cpds, Chernogolovka 142432, Moscow Region, Russia
来源
SYNTHESIS-STUTTGART | 2002年 / 13期
关键词
cyclizations; azides; allenes; phosphorus; heterocycles;
D O I
10.1055/s-2002-33923
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of new 2-substituted-2-(diethylphosphono)-3-isopropenyt-2H-azirines is described by aconvenient and efficient procedure starting from phosphorylated allenes.
引用
收藏
页码:1829 / 1832
页数:4
相关论文
共 18 条
[1]  
Alabugin IV, 1997, USP KHIM+, V66, P225
[2]  
BACKES J, 1992, METHODEN ORG CHEM C, V16, P317
[3]  
BRANDSMA L, 1988, PREPARATIVE ACETYLEN, P265
[4]   Synthesis of 4-substituted-4-(diethylphosphono)-2-methylbuta-2,3-dien-1-oles [J].
Brel, VK .
SYNTHETIC COMMUNICATIONS, 1999, 29 (22) :3869-3880
[5]  
Brel VK, 1999, SYNTHESIS-STUTTGART, P463
[6]   Synthesis and intramolecular cyclization of diethylphosphono-substituted allenic glycols [J].
Brel, VK .
SYNTHESIS-STUTTGART, 2001, (10) :1539-1545
[7]   Optically active 3-amino-2H-azirines as synthons for enantiomerically pure alpha,alpha-disubstituted alpha-amino acids: Syntheses of isovaline synthons and a segment of Trichotoxin A-50 [J].
Bucher, CB ;
Heimgartner, H .
HELVETICA CHIMICA ACTA, 1996, 79 (07) :1903-1915
[8]   2H-azirine 3-phosphonates:: A new class of chiral iminodienophiles.: Asymmetric synthesis of quaternary piperidine phosphonates [J].
Davis, FA ;
Wu, YZ ;
Yan, HX ;
Prasad, KR ;
McCoull, W .
ORGANIC LETTERS, 2002, 4 (04) :655-658
[9]   Asymmetric synthesis of aziridine 2-phosphonates and azirinyl phosphonates from enantiopure sulfinimines [J].
Davis, FA ;
McCoull, W .
TETRAHEDRON LETTERS, 1999, 40 (02) :249-252
[10]   Directed synthesis of nonsymmetrical bis-steroidal pyrazines and the first biologically active cephalostatin analogues [J].
Drogemuller, M ;
Jautelat, R ;
Winterfeldt, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (13-14) :1572-1574