Formation of tetrahydrofuran from homoallylic alcohol via a tandem sequence:: 2-oxonia [3,3]-sigmatropic rearrangement/cyclization catalyzed by In(OTf)3

被引：104
作者：
Loh, TP [1 ]
Hu, QY [1 ]
Ma, LT [1 ]
机构：
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2001年 / 123卷 / 10期
关键词：
D O I：
10.1021/ja005831j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
45
引用
收藏
页码：2450 / 2451
页数：2
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共 43 条
[1]   Indium triflate - An efficient catalyst for hetero Diels-Alder reactions [J].
Ali, T ;
Chauhan, KK ;
Frost, CG .
TETRAHEDRON LETTERS, 1999, 40 (30) :5621-5624
[2]  
Babu G, 2000, ALDRICHIM ACTA, V33, P16
[3]  
Baltayev UA, 1999, MENDELEEV COMMUN, P122
[4]   SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS [J].
BOIVIN, TLB .
TETRAHEDRON, 1987, 43 (15) :3309-3362
[5]   Advances in indium-catalysed organic synthesis [J].
Chauhan, KK ;
Frost, CG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (18) :3015-3019
[6]  
Chauhan KK, 1999, SYNLETT, P1743
[7]   Marine natural products [J].
Faulkner, DJ .
NATURAL PRODUCT REPORTS, 2000, 17 (01) :7-55
[8]   Indium triflate: a new catalyst for (4+2)-cycloaddition of chromone Schiff's bases [J].
Gadhwal, S ;
Sandhu, JS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (16) :2827-2829
[9]   Tandem organochromium-coupling and epoxide ring opening:: a direct approach for the synthesis of cyclic ethers [J].
González, IC ;
Forsyth, CJ .
TETRAHEDRON LETTERS, 2000, 41 (20) :3805-3807
[10]   Thalicosides A1-A3, minor cycloartane bisdesmosides from Thalictrum minus [J].
Gromova, AS ;
Lutsky, VI ;
Li, D ;
Wood, SG ;
Owen, NL ;
Semenov, AA ;
Grant, DM .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (07) :911-914
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