Results of the bromination and dehydrobromination of several angular methylated decalindiones are described. The key reaction, base-induced cyclization of the monobromo keto ester (3), and the dibromo ketone (4), leads to the formation of tricyclic systems (6) and (9) respectively.

An efficient cyclization of 2’-hydroxychalcone to flavanone using calcium chloride as a catalyst was developed. The scope of the reaction was studied with substituted 2’-hydroxychalcone and these chalcones was converted into corresponding flavanone in good yield. The merits of this method are inexpensive and easily available catalyst, easy workup procedure, avoid use of toxic solvent. 

Ferrocene has been utilized as an organometallic scaffold for more than 25 years, serving a central reverse-turn unit with the inter-ring spacing of about 3.3 Å. A variety ferrocene-peptide conjugates have designed to construct protein secondary structures and demonstrate chirality organization via hydrogen bonding. In general, helical ferrocene moieties in acyclic is induced by absolute config...

A novel protecting group directed diversity leading to the synthesis of bridged bicyclic and six-membered iminocyclitols from a common carbohydrate derived diamino triol under Mitsunobu conditions is reported. When the intramolecular cyclization of benzoyl derivative 16 was carried out under Mitsunobu conditions, an unprecedented one-pot domino intramolecular "cyclization-N→O benzoyl migration-...

Density functional theory (DFT) and G3-type (G3(MP2)-RAD) composite calculations were performed on a series of substituted 3-phenylpropyl radicals, to determine the relative importance of fragmentation and cyclization reactions in the chemistry of such species. Our studies indicate that cyclization is generally the more important of these reactions, with exceptions where fragmentation yields hi...

Cyclic alkenyl triflates are useful intermediates in organic synthesis usually synthesized from ketones through a reaction involving enolization and trapping with a triflating agent. This sequence suffers from some stereochemical drawbacks owing to the basic conditions required. Herein, we describe a new acid-mediated cationic cyclization reaction of enyne derivatives (or alkynols) to access cy...

The diastereospecific attack of the silyl enol ether on the activated cyclopropyl diester 27 generated the hydrindanone 28 with complete stereocontrol. Thermal decarbomethoxylation of 28 gave the monoester 29, a key intermediate in Heathcock's synthesis, thereby completing a formal total synthesis of (+)-fawcettimine 1. The analogous cyclization of 33, the diastereomer of 27, afforded the diast...

A modular, one-pot, two-step, four-component synthesis of polysubstituted 1,3-oxzolidines is described. The method comprises two linked domino processes: an organocatalyzed domino reaction of alkyl propiolate and an aliphatic aldehydes and a microwave-assisted amine addition cyclization domino process. An alternative modular, one-pot, three-step, four-component synthesis has also been developed...

Inspired by their potential biosynthesis, we have developed divergent total syntheses of seven monoterpene indole alkaloids including mersicarpine, leuconodines B and D, leuconoxine, melodinine E, leuconolam, and rhazinilam, and one unnatural analogue with an unprecedented structural skeleton. The key steps involve a Witkop-Winterfeldt oxidative indole cleavage followed by transannular cyclizat...