Conjugate addition of an allylzinc reagent to β-nitrostyrenes

Tetrahedron Letters

Volumn 40, Issue 29, 1999, Pages 5387-5388

  Sampath Kumar, H M ^a   Subba Reddy, B V ^a   Thirupathi Reddy, P ^a   Yadav, J S ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

1 nitro 2 arylpent 4 enes; Allylzinc; Nitrostyrenes

Indexed keywords

NITROSTYRENE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; COLUMN CHROMATOGRAPHY; CONJUGATE;

EID: 0033575431     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01011-4     Document Type: Article

References (12)

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2. a) Barrett AGM, Graboski GG. Chem. Rev. 1986, 86: 751. b) Barrett AGM, Nitroalkanes and nitroalkenes in synthesis. Tetrahedron Symposia-in-print. Tetrahedron. 1990, 46: 7313
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5. a) Menicagli R, Samaritani S, Tetrahedron. 1996, 52: 1425. b) Yao CF, Chen WC, and Lin YM, Tetrahedron Lett. 1996, 37: 6339. c) Ashwood MS, Bell LA, Houghton PG, Wright SHB. Synthesis. 1988, 379.
6. Ochiai M, Arimoto M, Fujita E. Tetrahedron Lett. 1981, 22: 1115. b) Hwu JR, Wang N. Synth. Commun. 1988, 18: 21 c) Tsay SC, Patel HV, Hwu JR, Synlett., 1998, 9: 939. d) Cormier RA, Norris TE. Synth. Commun. 1987, 17: 1673.
7. Ochiai M, Arimoto M, Fujita E. Tetrahedron Lett. 1981, 22: 1115. b) Hwu JR, Wang N. Synth. Commun. 1988, 18: 21 c) Tsay SC, Patel HV, Hwu JR, Synlett., 1998, 9: 939. d) Cormier RA, Norris TE. Synth. Commun. 1987, 17: 1673.
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9. Ochiai M, Arimoto M, Fujita E. Tetrahedron Lett. 1981, 22: 1115. b) Hwu JR, Wang N. Synth. Commun. 1988, 18: 21 c) Tsay SC, Patel HV, Hwu JR, Synlett., 1998, 9: 939. d) Cormier RA, Norris TE. Synth. Commun. 1987, 17: 1673.
10. Pecunioso A. and Menicagli R. J. Org. Chem. 1989, 54: 2191.
11. 3): δ 6.9-7.15 (m, 4H), 5.45-5.65 (m, 1H), 4.9-5.05 (m, 2H), 4.35-4.55 (m, 2H), 3.35-3.5 (m, 1H), 2.25-2.4 (m, 2H), 2.2 (s, 3H).
12. Commercially available zinc was activated by washing with 5% HCl, water, acetone, dry ether and drying in vacuum at 100°C. Newman MS, Evans FJ, J. Am. Chem. Soc. 1955, 77: 946.