Diastereoselective formation of trans-1,2-disubstituted cyclohexanes from alkylidenemalonates by an intramolecular ene reaction: dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate

CAS index name: Propanedioic acid, [5-methyl-2-(1-methylethenyl)cyclohexyl]-, dimethyl ester, [1R-(1α,2β,5α)]-

Organic Syntheses

Procedure on orgsyn.org
Reaction scheme of Diastereoselective formation of trans-1,2-disubstituted cyclohexanes from alkylidenemalonates by an intramolecular ene reaction: dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate from Organic Syntheses
Scheme as published in Org. Synth. Coll. Vol. 9, p. 310; Vol. 71, p. 167.

A checked procedure from Organic Syntheses, the journal whose preparations are repeated in a second laboratory before publication. The full experimental, with amounts, hazards and characterisation data, is on orgsyn.org.

Reagents

CompoundRoleEquivMW (g/mol)ρ (g/mL)Safety
Ethane74-84-0 · C2H6 product — 30.07 — Flammable (GHS02)Compressed Gas (GHS04)Danger

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Google Scholar PubMed Wikipedia DOI 10.15227/orgsyn.071.0167