U. Schoellkopf scite author profile

Acetolysis results for the various (3-methyl-substituted cyclopropyl tosylates are reported. The kinetic results are correlated with a treatment based on electronic and steric effects in ground and transition states, assuming stereospecific ring opening according to the Woodward-Hoffmann-DePuy predictions and considerable progress toward allyl cations in the transition states. The results of the standard mechanistic criteria [m value, (kRa ai J £ « ) , k0TjkBr, and a-methyl/hydrogen rate ratio] for the parent cyclopropyl system indicate that solvolysis is a concerted process. The magnitude of anchimeric assistance in the cyclopropyl system is estimated by two

ChemInform Abstract: ASYMMETRIC SYNTHESIS VIA HETEROCYCLIC INTERMEDIATES, XXIV. ENANTIOSELECTIVE SYNTHESIS OF (R)‐α‐METHYLTRYPTOPHAN METHYL ESTER AND D‐TRYPTOPHAN METHYL ESTER BY THE BISLACTIM ETHER ROUTE

Schoellkopf¹,

Lonsky²,

Lehr³

1985

ChemInform Abstract: ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES ‐ XXII. ENANTIOSELECTIVE SYNTHESIS OF α‐ALKENYLGLYCINE METHYL ESTERS AND α‐ALKENYLGLYCINES (β,Γ‐UNSATURATED AMINO ACIDS)

Schoellkopf¹,

Nozulak²,

Groth³

1984

ChemInform Abstract: LONE PAIR REARRANGEMENTS, XIII. MECHANISM OF THE NITROALKANE → ALKYL NITRITE REARRANGEMENT

Hochstein¹,

Schoellkopf²

1979

ChemInform Abstract: ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES; XVII. ENANTIOSELECTIVE SYNTHESIS OF (R)‐α‐METHYL‐S‐BENZYLCYSTEINE METHYL ESTER AND (R)‐α‐METHYL‐S‐T‐BUTYLCYSTEINE METHYL ESTER USING L‐VALINE AS CHIRAL AUXILIARY REAGENT

Groth¹,

Schoellkopf²

1983