A modular approach to the synthesis of 2,3,4-trisubstituted tetrahydrofurans

被引：18
|
作者：
Nasveschuk, Christopher G. [1 ]
Jui, Nathan T. [1 ]
Rovis, Tomislav [1 ]
机构：
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
来源：
CHEMICAL COMMUNICATIONS | 2006年 / 29期
关键词：
D O I：
10.1039/b605438b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A highly diastereoselective Lewis acid-mediated [ 1,3] rearrangement of 1,3-dioxepins is the key step along a modular route to 2,3,4-trisubstituted tetrahydrofurans.
引用
收藏
页码：3119 / 3121
页数：3
相关论文
共 50 条
  • [1] Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrofurans
    Angle, SR
    Bernier, DS
    Chann, K
    Jones, DE
    Kim, MS
    Neitzel, ML
    White, SL
    TETRAHEDRON LETTERS, 1998, 39 (45) : 8195 - 8198
  • [2] A modular approach to the synthesis of 2,3,4-trisubstituted tetrahydrofurans (vol 3, pg 3119, 2006)
    Nasveschuk, Christopher G.
    Jui, Nathan T.
    Rovis, Tomislav
    CHEMICAL COMMUNICATIONS, 2006, (39) : 4145 - 4145
  • [3] STEREOCONTROL IN THE FORMATION OF 2,3,4-TRISUBSTITUTED TETRAHYDROFURANS
    WILLIAMS, DR
    GROTE, J
    HARIGAYA, Y
    TETRAHEDRON LETTERS, 1984, 25 (46) : 5231 - 5234
  • [4] SYNTHESIS OF THE LIGNAN (+/-)-DIHYDROSESAMIN - PROBLEMS OF STEREOCONTROL IN THE FORMATION OF 2,3,4-TRISUBSTITUTED TETRAHYDROFURANS AND TETRAHYDROFURANONES
    STEVENS, DR
    WHITING, DA
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (02): : 425 - 426
  • [5] Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrothiophenes
    Besada, Pedro
    Perez, Manuel
    Gomez, Generosa
    Fall, Yagamare
    TETRAHEDRON LETTERS, 2009, 50 (50) : 6941 - 6943
  • [6] Asymmetric Synthesis of 2,3,4-Trisubstituted Piperidines
    Kriis, Kadri
    Melnik, Triin
    Lips, Kristiina
    Juhanson, Ilona
    Kaabel, Sandra
    Jarving, Ivar
    Kanger, Tonis
    SYNTHESIS-STUTTGART, 2017, 49 (03): : 604 - 614
  • [7] Asymmetric Synthesis of 2,3,4-Trisubstituted Functionalised Tetrahydrofurans via an Organocatalytic Michael Addition as Key Step
    Enders, Dieter
    Wang, Chuan
    Greb, Andreas
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (06) : 987 - 992
  • [8] Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes
    Jervis, Peter J.
    Kariuki, Benson A.
    Cox, Liam R.
    TETRAHEDRON LETTERS, 2008, 49 (16) : 2514 - 2518
  • [9] A Novel Method for Synthesis of 2,3,4-Trisubstituted Furans
    Lu Bin XU
    Chinese Chemical Letters, 2006, (11) : 1421 - 1422
  • [10] 2,3,4-trisubstituted chromenyl radicals
    Lowenbein, A
    Rosenbaum, B
    JUSTUS LIEBIGS ANNALEN DER CHEMIE, 1926, 448 : 223 - 248
12345