Xuegong She

Gold-Catalyzed 1,2-Acyloxy Migration/Intramolecular [3+2] 1,3-Dipolar Cycloaddtion Cascade Reaction: An Efficient Strategy for Syntheses of Medium-Sized-Ring Ethers and Amines

A highly efficient strategy for the formation of medium-sized-ring ethers and amines based on a gold-catalyzed cascade reaction, involving enynyl ester isomerization and intramolecular [3+2] cyclization, has been developed. Various multisubstituted medium-sized-ring unsaturated ethers and amines were obtained through this transformation. This method represents one of the relatively few transition metal catalyzed intramolecular cycloaddition reactions for medium-sized ring synthesis.

Rapid Construction of the [6-6-6-5] Tetracyclic Skeleton of the Daphniphyllum Alkaloid Daphenylline

You can call me Al: A concise route for construction of the [6-6-6-5] tetracyclic skeleton of daphenylline, a structurally novel Daphniphyllum alkaloid, has been developed with full stereocontrol in only 8 steps from two known fragments. This approach features an intramolecular [3+2] cycloaddition of a 2-azaallyl anion with an alkene to form the cis-fused AC rings.

Diels–Alder/Oxidative Aromatization Approach towards the All-Carbon DEF Tricyclic Skeleton of Daphenylline

Daphenylline is a recently isolated Daphniphyllum alkaloid with an unprecedented novel hexacyclic scaffold. In this study, the synthesis of the fused all-carbon DEF tricyclic skeleton of daphenylline has been accomplished. Key steps of the reported sequence involve Evans asymmetric allylation, aldol condensation, Diels-Alder reaction, and oxidative aromatization reactions. The developed strategy might lead to the total synthesis of daphenylline.

Concise formal syntheses of the Amaryllidaceae alkaloids (±)-tazettine and (±)-6a-epipretazettine: construction of the core skeleton via tandem intramolecular oxidative Friedel-Crafts/aza-Michael reaction.

the MOST (2010CB833200);the NSFC (21125207;21072086;21102062);program 111;the Fundamental Research Funds for the Central Universities (lzujbky-2011-76)

PtCl2‐Catalyzed Tandem Enyne Cyclization/1,2 Ester Migration Reaction Controlled by Substituent Effects of All‐Carbon 1,6‐Enynyl Esters

On the move: A novel PtCl2-catalyzed tandem 1,6-enyne cyclization/1,2-acyloxy migration reaction was developed, which was shown to be controlled by substitution effects. Using this method, a series of substituted enol esters containing the cyclopentenyl motif were prepared in moderate to high yields.

Asymmetric syntheses of (-)-pentazocine and (-)-eptazocine through an aza-Prins cyclization.

Two down more to go: The asymmetric syntheses of (-)-pentazocine and (-)-eptazocine are presented. The highlights of the syntheses are the construction of the core skeleton through an aza-Prins cyclization and intramolecular Friedel-Crafts reaction.

Scalable, efficient total synthesis of (+)-mupirocin H

A scalable, efficient total synthesis of mupirocin H was accomplished in 7 longest linear steps with 39% overall yield. The developed strategy is great progress for the construction of pseudomonic acid analogues and all steps in our strategy could be conducted on a gram scale. The strategy is also suitable for other related molecules.

Concise Enantioselective Synthesis of Cephalosporolide B, (4R)-4-OMe-Cephalosporolide C, and (4S)-4-OMe-Cephalosporolide C

Ring around the rosie: The effective enantioselective synthesis of the antimalarial nonenolide title compounds was achieved in a convergent strategy. Oxy-Michael addition reaction was used to introduce the chiral methoxy group at C-4, and ring-closing metathesis (RCM) reaction (53 % yield) facilitated the key construction of the 10-membered ring.