Conversion of allylic alcohols to stereodefined trisubstituted alkenes: a complementary process to the Claisen rearrangement.
A stereoselective method for the conversion of allylic alcohols to (Z)-trisubstituted alkenes is presented. Overall, the reaction sequence described is stereochemically complementary to related Claisen rearrangement reactions--processes that typically deliver the stereoisomeric trisubstituted alkene containing products.
Belardi
Justin K
JK
Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, USA.
Micalizio
Glenn C
GC
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D010084:Oxidation-Reduction; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D001688:Biological Products; D003432:Cross-Linking Reagents; D020005:Propanols; C006463:allyl alcohol