Reaction of 3-Methylenecholest-5-ene With Singlet Oxygen: Peroxyl Radical Cyclization Competitive With Allylic Rearrangement

1993 ◽  
Vol 46 (9) ◽  
pp. 1437 ◽  
Author(s):  
CH Schiesser ◽  
H Wu

3-Methylenecholest-5-ene reacts with singlet oxygen to give 5α-hydroperoxy-3-methylenecholest-6-ene which, in turn, rearranges rapidly to 3β-hydroperoxy-5α,3α-( epidioxymethano )cholest-6-ene by free-radical cyclization , and 7α-hydroperoxy-3-methylenecholest-5-ene by allylic rearrangement.

ChemInform ◽  
2010 ◽  
Vol 22 (20) ◽  
pp. no-no
Author(s):  
B. B. SNIDER ◽  
B. Y.-F. WAN ◽  
B. O. BUCKMAN ◽  
B. M. FOXMAN

1998 ◽  
Vol 63 (20) ◽  
pp. 6814-6819 ◽  
Author(s):  
Annie Philippon ◽  
Marie Degueil-Castaing ◽  
Athelstan L. J. Beckwith ◽  
Bernard Maillard

ChemInform ◽  
2013 ◽  
Vol 44 (28) ◽  
pp. no-no
Author(s):  
Robert Coyle ◽  
Karen Fahey ◽  
Fawaz Aldabbagh

1993 ◽  
Vol 1993 (2) ◽  
pp. 203-205 ◽  
Author(s):  
Jürgen O. Metzger ◽  
Ralf Mahler

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