Carl M. Lentz

Alkylation of enolate ions generated regiospecifically via organocopper reactions. Synthesis of decalin sesquiterpene valerane and of prostaglandin model systems

Gary H. Posner, Jeffrey Sterling, Charles E. Whitten et al. · Journal of the American Chemical Society · 1975 · 120 citations

Organocopper Reactions, Engineering, Biochemistry +12

A directing effect of neighboring aromatic groups on the regiochemistry of formation and stereochemistry of alkylation and bromination of ketone lithium enolates. Evidence for lithium-arene coordination and dramatic effect of copper(I) in controlling stereochemistry and limiting polyalkylation

Gary H. Posner, Carl M. Lentz · Journal of the American Chemical Society · 1979 · 114 citations

Asymmetric Catalysis, Biochemistry, Natural Sciences +8

Short, simple, stereocontrolled, steroid synthesis: (.+-.)-11-oxoequilenin methyl ether and a new 9,11-seco-13-ethyl steroid

Gary H. Posner, Marc J. Chapdelaine, Carl M. Lentz · The Journal of Organic Chemistry · 1979 · 49 citations

Steroid Synthesis, Bioorganic Chemistry, Natural Sciences +11

A mechanistic and synthetic study of organocopper substitution reactions with some homoallylic and cyclopropylcarbinyl substrates

Gary H. Posner, J.‐S. TING, Carl M. Lentz · Tetrahedron · 1976 · 36 citations

Cyclopropylcarbinyl Substrates, Cross-coupling Reaction, Engineering +7

A surprising effect of a 3-phenyl group on the stereochemistry of cyclopentanone enolate alkylation. Highly stereoselective organocopper 2,3-dialkylation of 2-cyclopentenones. Synthesis of sesquiterpene hydrocarbon (±)-laurene

Gary H. Posner, Carl M. Lentz · Tetrahedron Letters · 1977 · 22 citations

Enantioselective Synthesis, Organic Chemistry, Sesquiterpene Hydrocarbon +5