The first example of ring-closing olefin metathesis of dehydroamino acids: an application to the synthesis of azabicyclo[XY0]alkanes

被引:30
作者
Manzoni, L
Colombo, M
Scolastico, C
机构
[1] CNR, ISTM, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[3] Univ Milan, CISI, I-20133 Milan, Italy
关键词
peptidomimetics; ring-closing metathesis (RCM); dehydroamino acids;
D O I
10.1016/j.tetlet.2004.01.126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first example of ring-closing metathesis reaction of dehydroamino acids using ruthenium-based catalyst leading to the azabicyclo[X.Y.0]alkanes has been demonstrated. A preliminary investigation into the scope and limitations of the method will be presented. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2623 / 2625
页数:3
相关论文
共 61 条
  • [51] Synthesis of conformationally restricted dinucleotides by ring-closing metathesis
    Sorensen, AM
    Nielsen, P
    [J]. ORGANIC LETTERS, 2000, 2 (26) : 4217 - 4219
  • [52] Sprott KT, 2001, SYNTHESIS-STUTTGART, P612
  • [53] The ring-closing metathesis of vinyl ethers with Grubbs' catalyst for the synthesis of dihydropyrans
    Sturino, CF
    Wong, JCY
    [J]. TETRAHEDRON LETTERS, 1998, 39 (52) : 9623 - 9626
  • [54] SUNG H, 2001, J ORG CHEM, V66, P9056
  • [55] A novel access to alicyclic phosphine oxides via ring closing metathesis
    Trevitt, M
    Gouverneur, V
    [J]. TETRAHEDRON LETTERS, 1999, 40 (41) : 7333 - 7336
  • [56] The development of L2X2Ru=CHR olefin metathesis catalysts:: An organometallic success story
    Trnka, TM
    Grubbs, RH
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (01) : 18 - 29
  • [57] Ring-closing metathesis for the synthesis of benzo-fused bicyclic compounds
    van Otterlo, WAL
    Ngidi, EL
    Coyanis, EM
    de Koning, CB
    [J]. TETRAHEDRON LETTERS, 2003, 44 (02) : 311 - 313
  • [58] Tandem catalytic asymmetric ring-opening metathesis/ring-closing metathesis
    Weatherhead, GS
    Ford, JG
    Alexanian, EJ
    Schrock, RR
    Hoveyda, AH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (08) : 1828 - 1829
  • [59] A convenient approach to cyclic enol phosphates via ring-closing metathesis
    Whitehead, A
    Moore, JD
    Hanson, PR
    [J]. TETRAHEDRON LETTERS, 2003, 44 (22) : 4275 - 4277
  • [60] Wright DL, 1999, CURR ORG CHEM, V3, P211