PEYOTE
(Hive Bee)
10-05-01 11:48
No 220620
       Refs for reduction of b-nitrostyrenes to oximes
(Rated as: good read) 		    

I've found these refs:

1) In acqueous media: Synlett, (2000), 1447-9
2) Yeast-mediated reduction:  JCS Perkin Tr. 1, (3), (1998), 501-4 and Aust. J. Chem., 49(11), (1996), 1257-60
3) With TiCl3: Bull. CHem. Soc. Jpn., (1991), 1787-91
4) With borohydrides: Tetrahedron, 46(21), (1990), 7443-57 and Tetrahedron Lett., (15), (1977), 1317-20 and JACS, (1954), 76
5) With SnCl2: Synth. Comm., 18(7), (1988), 693-7
6) With NaBH4: Synthesis, (8), (1985), 886-7 and Synth. Comm., 15(6), (1985), 527-33 and Synth. Comm., 14(12), (1984), 1099-104
7) With trialkylborohydrides: Synth. Comm., 14(12), (1984), 1093-8 		 
 
 
 
    Rhodium
(Chief Bee)
03-18-04 01:48
No 495824
       Nitroalkenes to Nitroalkanes & Amines w/ Boranes
(Rated as: excellent) 		    

The Reduction of ,-Unsaturated Nitroalkenes to Nitroalkanes With Trialkylborohydrides
Rajender S. Varma and George W. Kabalka
Synthetic Communications 14(12), 1093-1098 (1984) (../rhodium/pdf /varma-kabalka.1984a.pdf)

Abstract
,-Unsaturated nitroalkenes are reduced to nitronate salts by trialkylborohydrides. These salts are readily hydrolyzed on silica gel to the corresponding nitroalkanes in good yields.

This article has been referenced in the following posts:
Post 220620 (PEYOTE: "Refs for reduction of b-nitrostyrenes to oximes", Methods Discourse)
Post 244992 (foxy2: "Chromium(II)Chloride Reduction of Nitroalkenes", Chemistry Discourse)
Post 244992 (foxy2: "Chromium(II)Chloride Reduction of Nitroalkenes", Chemistry Discourse)
Post 177445 (LaBTop: "Re: MDMA chirality", Serious Chemistry)
Post 122815 (dormouse: "aryl halides' sensitivity to metal hydrides  -rev drone", Serious Chemistry)

____ ___ __ _

A Convenient Reduction of ,-Unsaturated Nitroalkenes to Alkylamines Using Boron Hydrides
M. Soubei Mourad, Rajender S. Varma, George W. Kabalka
Synthetic Communications 14(12), 1099-1104 (1984) (../rhodium/pdf /varma-kabalka.1984b.pdf)

Abstract
,-Unsaturated nitroalkenes are reduced to alkylamines in good yields by excess of borane-THF in presence of catalytic amount of sodium borohydride.

This article has been referenced in the following posts:
Post 220620 (PEYOTE: "Refs for reduction of b-nitrostyrenes to oximes", Methods Discourse)
Post 108634 (dormouse: "The Good Reverend's nitrostyrene reduction contest  -rev drone", Novel Discourse)
Post 244992 (foxy2: "Chromium(II)Chloride Reduction of Nitroalkenes", Chemistry Discourse)
Post 434995 (Aurelius: "Carbonyls from Nitroolefins with Al-NiCl2-THF-H2O", Methods Discourse)
Post 437252 (Lego: "... and now a practical application", Novel Discourse)
The Hive - Clandestine Chemists Without Borders