A synthesis of (±)-hymenin

(±)-Hymenin (1) has been synthesized by a highly efficient route involving the generation of an azafulvene intermediate and its coupling with 2-aminoimidazole.     

Total synthesis of (±)-chloranthalactone A

A total synthesis of (±)-chloranthalactone A was completed. It features substrate-controlled epoxidation of ketone and highly diastereoselective intramolecular cyclopropanation to construct the cis, trans-3/5/6 tricyclic skeleton.     

Total synthesis of (±)-chamobtusin A

The total synthesis of chamobtusin A, the first diterpenoid alkaloid isolated from the whole Pinales, is described. Key features of the synthesis include a stereoselective intramolecular Michael addition to install a key stereocenter and an oxidative manipulation to prepare a 2H-pyrrole ring.     

Total synthesis of (±)-aspidophylline A

We report the total synthesis of (±)-aspidophylline A, one of many complex furoindoline-containing alkaloids that has not been synthesized previously. Our route features a number of key transformations, including a Heck cyclization to assemble the [3.3.1]-bicyclic scaffold as well as a late-stage interrupted Fischer indolization to install the furoindoline and construct the natural product's pentacyclic framework.     

Total synthesis of (±)-lysidicin A

Lysidicin A, which has been isolated from Lisidicie rhodostegia possesses complicated structure. A total synthesis of lysidicin A has been achieved and is described herein. The key reaction is single and cascade Claisen rearrangements.     

A convenient synthesis of (±) ascochlorin

A convergent total synthesis of (±) ascochlorin is described.     

Total synthesis of (±)-Scrodentoid A

An efficient total synthesis of scrodentoid A was accomplished starting from a Hagemann's ester and a substituted (2-bromoethyl)benzene. Key reactions in this synthesis include C-alkylation of the Hagemann's ester, 6-endo-Trig cationic cyclization of an enone and Lewis acid promoted isomerization of a cis-fused ketone.     

A stereocontrolled total synthesis of (±)-saframycin A

A thirteen-step total synthesis of (±)-saframycin A from a tricyclic lactam intermediate is described. The key step of this total synthesis is the stereocontrolled construction of a pentacyclic saframycin framework via a modified Pictet-Spengler type cyclization generating a bis-carboxylic acid ester derivative, followed by decarboxylation. The cytotoxicity profiles are also presented.     

First total synthesis of(±)-sepicanin A

<正>A facile approach for the first total synthesis of naturally occurring geranylated flavanoids sepicanin A has been obtained with total yield 16%starting from 2,4,6-trihydroxyacetophenone after four steps.The key step was the protic acids(HCl or p-TsOH)-catalyzed benzopyrone formation in a protic polar solvent by deprotection and cycUzation of chalcone in one step.     

Improved total synthesis of (±)-Tetragocarbone A

Stereoselective total synthesis of (±)-tetragocarbone A isolated from the propolis of an Australian stingless bee, Tetragonula carbonaria, has been developed by focusing on the latent symmetry of 1. The requisite 1R*, 3R*, 6S* stereogenic centers were selectively installed by hydroxy group directing reactions including the late stage desymmetrization of the 1,3-diketone. The target natural product was successfully prepared in 12 steps from phloroglucinol on 300 mg.     

A formal total synthesis of (±)-strigol

A novel route to the tricyclic compound (±)-6, a known precursor to (±)-strigol is disclosed.     

A concise total synthesis of (±)-minfiensine

A concise total synthesis of (±)-minfiensine using all conventional methods and starting from commercial materials has been completed. The synthesis features a Fischer indole synthesis, a Heck alkylation of an intermediate ketone enolate, conversion of a ketone carbonyl into an epoxide, and transformation of the latter into an allylic alcohol.     

A highly diastereoselective total synthesis of (±)-heritonin and (±)-heritol

A highly diastereoselective synthesis of heritol and heritonin by intramolecular cyclization on a preformed sensitive butenolide functionality is described.     

A concise total synthesis of (±)-trigonoliimine B

Trigonoliimine B, a hexacyclic alkaloid, is synthesized in seven steps from simple starting materials. The synthesis features the use of an α-isocyanoacetate as a glycine template for the preparation of an α,α-disubstituted α-amino ester that is appropriately functionalized for the construction of C, D, and E rings. Sulfolane was found to be the solvent of choice for the unprecedented Bischler-Napieralski reaction implemented for the construction of a seven-membered ring with concurrent formation of an exo-imine function.