Olefinic nitrone and nitrile oxide [3 + 2] cycloadditions. A short stereospecific synthesis of biotin from cycloheptene

1980 ◽  
Vol 102 (6) ◽  
pp. 1954-1960 ◽  
Author(s):  
Pat N. Confalone ◽  
Giacomo Pizzolato ◽  
Dianne Lollar-Confalone ◽  
Milan R. Uskokovic
Keyword(s):  
Nitrile Oxide ◽  
Stereospecific Synthesis

ChemInform Abstract: Nitrile Oxide-BF3 Complex as Electrophilic Moiety Towards Aromatic Systems: Stereospecific Synthesis of Oximes.

ChemInform ◽  
2010 ◽  
Vol 25 (48) ◽  
pp. no-no
Author(s):  
S. AURICCHIO ◽  
A. BINI ◽  
E. PASTORMERLO ◽  
A. RICCA ◽  
A. M. TRUSCELLO
Keyword(s):  
Nitrile Oxide ◽  
Stereospecific Synthesis ◽  
Aromatic Systems

Nitrile Oxide-BF3 complex as electrophilic moiety towards aromatic systems: Stereospecific synthesis of oximes

Tetrahedron ◽  
1994 ◽  
Vol 50 (25) ◽  
pp. 7589-7596 ◽  
Author(s):  
Sergio Auricchio ◽  
Antonella Bini ◽  
Eros Pastormerlo ◽  
Aldo Ricca ◽  
Ada M. Truscello
Keyword(s):  
Nitrile Oxide ◽  
Stereospecific Synthesis ◽  
Aromatic Systems

Stereospecific Synthesis of m-Hydroxymexiletine Enantiomers

2013 ◽  
Vol 6 (3) ◽  
pp. 182-186 ◽  
Author(s):  
Alessia Catalano ◽  
Alessia Carocci ◽  
Giovanni Lentini ◽  
Ivana Defrenza ◽  
Claudio Bruno ◽  
...  
Keyword(s):  
Stereospecific Synthesis

π-Facial Selectivity in 1,3-Dipolar Cycloaddition Reactions of α-Methylidene-γ-lactone Substituted by 4-Methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl Group in γ-Position

2002 ◽  
Vol 67 (3) ◽  
pp. 353-364 ◽  
Author(s):  
Petr Melša ◽  
Ctibor Mazal
Keyword(s):  
Double Bond ◽  
Carboxylic Acid ◽  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Enantiomerically Pure ◽  
Nitrile Imine ◽  
Facial Selectivity ◽  
Excellent Selectivity

Diastereoselectivity of 1,3-dipolar cycloaddition reactions of benzyl azide, diazomethane, a nitrile oxide and a nitrile imine to α-methylidene-γ-lactone dipolarophile was effectively controlled by a bulky γ-substituent, 4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl in γ-position of the dipolarophile. The dipoles added from the less hindered face of the double bond with an excellent selectivity. Enantiomerically pure dipolarophile was prepared from the easily available (S)-5-oxotetrahydrohydrofuran-2-carboxylic acid.

Stereospecific synthesis of functionalized cyclopentanes

1989 ◽  
Vol 30 (42) ◽  
pp. 5803-5806 ◽  
Author(s):  
Alfred Hassner ◽  
Rakesh Maurya
Keyword(s):  
Stereospecific Synthesis
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