Kohei Inomata

The enantiocontrolled total synthesis of natural (–)-goniomitine

The first enantiocontrolled total synthesis of (–)-goniomitine, a new structural type of indole alkaloid of the Aspidosperma family isolated from the root bark of Gonioma malagasy, has been completed starting from a chiral cyclopentadienone synthon and establishes the absolute stereochemistry as 20R, 21S.

A new enantiospecific route to (–)-kainic acid via the intramolecular Pauson-Khand reaction

A new enantiospecifc route to (–)-kainic acid is established starting with (R)-4-benzyloxy-1-butyn-3-ol by employing the intramolecular Pauson-Khand reaction as the key step.

Enantioconvergent route to α-cuparenone from dicyclopentadiene

A formal enantioconvergent route to α-cuparenone from dicyclopentadiene has been devised by employing lipase catalysed kinetic hydrolysis as the key step.

Concise enantiodivergent synthesis of (+)- and (−)-trans-quercus lactones

Abstract A concise enantiodivergent total synthesis of (+)- and (−)-quercus lactones from the known tricyclic lactone (+)- 1 as a single chiral template was achieved using the diastereoselective nucleophilic addition of organometallic reagents as the key step.

An Enantiocontrolled Rotue to Unnatural (+)-Physostigmine

ent-Esermethole, enantiomer of the key intermediate of physostigmine and its other congeners, has been synthesized starting from the known optically active dihydronaphthalene obtained via lipase mediated asymmetric hydrolysis

Enantiodivergent syntheses of γ-substituted butenolides with tertiary and quaternary asymmetric centers

Abstract Continuous nucleophilic addition with several organometallic reagents to tricyclic lactone (−)- 1 proceeded diastereoselectively. Newly generated tertiary and quaternary asymmetric centers were controlled by the order in which the nucleophilic reagents were added. Using this methodology, enantiodivergent syntheses of several γ-substituted butenolides with tertiary and quaternary asymmetric centers were established from a single chiral material.

Enantiocontrolled synthesis of (+)-aphanorphine from (R)-O-benzylglycidol: assignment of absolute configuration

Aphanorphine, a novel 3-benzazepine alkaloid isolated from the freshwater blue–green alga Aphanizomenon flos-aquae, has been synthesized in the antipodal forms starting from (R)-O-benzylglycidol to establish the absolute configuration of the natural product as (1R, 4R).