Alkene epoxidation catalyzed by bicyclo[3.2.1]octan-3-ones: Effects of structural modifications on catalyst efficiency and epoxidation enantioselectivity

Tetrahedron Asymmetry

Volumn 11, Issue 10, 2000, Pages 2057-2061

  Armstrong, Alan ^a   Hayter, Barry R ^a   Moss, William O ^b   Reeves, Jonathan R ^a   Wailes, J Steven ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BICYCLO[3.2.1]OCTAN 3 ONE; BICYCLO[3.2.1]OCTANE DERIVATIVE; HYDROCARBON SUBSTITUENT; SODIUM PEROXIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CONTROLLED STUDY; EPOXIDATION; PRIORITY JOURNAL;

EID: 0034595677     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00170-1     Document Type: Article

References (24)

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19. 2, 10% Pd/C, MeOH, 79%).
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23. For 3, we used chiral base 15 (Bambridge, K.; Begley, M. J.; Simpkins, N. S. Tetrahedron Lett. 1994, 35, 3391-3394). For 10, we used chiral base 16 (Bunn, B. J.; Cox, P. J.; Simpkins, N. S. Tetrahedron 1993, 49, 207-218), giving non-racemic 11 (63%). The absolute configuration in each case is assigned as depicted based on Simpkins' precedent.
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