Stereocontrolled construction of either stereoisomer of 12-oxatricyclo[6.3.1.0(2,7)]dodecanes using Prins-pinacol reactions.
[reaction: see text] 12-Oxatricyclo[6.3.1.0(2,7)]dodecanes can be efficiently synthesized in a stereoselective manner by Prins-pinacol reactions. By biasing the transition state of the Prins cyclization, it is possible to access either stereoisomer of this oxatricyclic ring system.
Overman
Larry E
LE
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025, USA. leoverma@uci.edu
Velthuisen
Emile J
EJ
D000473:Alkanes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D013237:Stereoisomerism
D000473:Alkanes; C007548:n-dodecane