Unprecedented InCl3-catalyzed formation of cis-fused perhydrofuro[2,3-b]oxepines

Tetrahedron Letters

Volumn 44, Issue 10, 2003, Pages 2221-2224

  Yadav, J S ^a   Reddy, B V S ^a   Satheesh, G ^a   Prabhakar, A ^a   Kunwar, A C ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Cyclic enol ethers; Indium reagents; Indoles; Perhydrofuro 2,3 b oxepines

Indexed keywords

2 METHYLINDOLE; 2,3 DIHYDROFURAN; 3,4 DIHYDRO 2H PYRAN; BUTANOL; FURAN DERIVATIVE; INDIUM CHLORIDE; INDOLE DERIVATIVE; PENTANOL; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; DIASTEREOISOMER; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0037416880     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00036-4     Document Type: Article

References (8)

1. Nicolaou K.C., Bunnage M.E., Koide K. J. Am. Chem. Soc. 116:1994;8402.
2. Suzuki T., Matsumura R., Oku K., Taguchi K., Hagiwara H., Hoshi T., Ando M. Tetrahedron Lett. 42:2001;65.
3. Faulkner D.J. Nat. Prod. Rep. 18:2001;1.
4. Ninomiya I. J. Nat. Prod. 55:1992;541.
5. Yadav J.S., Reddy B.V.S., Raman J.V., Niranjan N., Kumar S.K., Kunwar A.C. Tetrahedron Lett. 43:2002;2095.
6. Yadav J.S., Reddy B.V.S., Kumar G.M. Synlett. 2001;1417.
7. Yadav J.S., Sunny A., Reddy B.V.S., Sabitha G. Tetrahedron Lett. 42:2001;8063.
8. 3), 31.1 (C-1), 33.3 (C-5), 34.1 (C-6), 40.0 (C-7) 51.5 (C-8), 68.5 (C-4), 70.3 (C-2), 108.7 (C-3), 110.4 (C-D), 116.8 (C-G), 118.8 (C-B), 119.1 (C-A), 120.8 (C-C), 126.9 (C-F), 129.4 (C-H), 135.5 (C-E). EIMS: m/z: 271, 198, 185, 155, 141, 91, 85, 71, 43.