54814-64-1Relevant articles and documents
Asymmetric synthesis of (+)-(S)-massoia lactone, pheromone of idea leuconoe. formal total synthesis of valilactone and lachnelluloic acid
Mineeva
, p. 1647 - 1654 (2013)
Simple and efficient asymmetric synthesis was developed of the cyclic scaffold of (-)-valilactone, an effective inhibitor of the pancreas lipase, applying the Keck allylation in the key stage of building up the carbon skeleton of the target molecule and of the unnatural (S)-isomer of Massoia lactone, lachnelluloic acid, possessing fungicidal properties, and (5R,7S)- 7-hydroxy-5-dodecanolid, pheromone component of the Large Tree Nymph butterfl y Idea leuconoe. Pleiades Publishing, Ltd., 2013.
Preparation method of (R)-(-)-massoialactone
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Paragraph 0055-0058; 0073-0075, (2019/12/25)
The invention discloses a preparation method of (R)-(-)-massoialactone. The preparation method includes the following steps: in a solvent, under the action of a copper salt, an alkali and a ligand, beta,gamma-unsaturated ester and n-hexanal are subjected to a reaction shown in the specification to obtain (R)-(-)-massoalactrone; the copper salt is Cu(CH3CN)4PF6 or the alkali is Barton's Base, alkali metal tert-butanol salt or the ligand is (R,R)-Ph-BPE or (S)-DTBM-SEGPHOS. (R)-(-)-massoialactone can be obtained by one-step reaction with high yield and ee value; compared with other methods in the prior art, the method has many advantages, such as simple route, easy access to raw materials, mild conditions and the like, and has obvious advantages.
Rationally Designed Chiral Synthons Enabling Asymmetric Z- and E-Selective Vinylogous Aldol Reactions of Aldehydes
Padarti, Akhil,Han, Hyunsoo
supporting information, p. 1448 - 1452 (2018/03/09)
In a conceptually different approach, highly stereoselective 2-oxonia-Cope rearrangement reactions between rationally designed nonracemic vinylogous aldolation synthons and aldehydes are described to provide δ-hydroxy-α,β-unsaturated esters with excellent
