ChemInform Abstract: Synthesis of trans‐2,6‐Disubstituted Cyclohexanones Through Allylic Substitution.

Abstract

Synthesis of trans-2,6-Disubstituted Cyclohexanones Through Allylic Substitution. -trans-2,6-Disubstituted cyclohexanones (IV) are synthesized with high regioand stereoselectivity by allylic substitution followed by ozonolysis. Both aryl and alkyl groups are successfully installed to the cyclohexane ring. The stereochemistry of the S N2' products is determined to be controlled by the pre-existing chirality on the ring. The present method is highlighted by the synthesis of enantiomerically enriched cyclohexanones like (VIII). -(KOBAYASHI*, Y.; FENG, C.; IKOMA, A.; OGAWA, N.; HIROTSU, T.; Org. Lett. 16 (2014) 3, 760-763, http://dx.doi.org/10.1021/ol403472y ; Dep. Bioeng., Tokyo Inst. Technol., Yokohama 226, Japan; Eng.) -H. Haber 26-064