Sandip V. Mulay

A chiron approach to the total synthesis of (-)-juglomycin A, (+)-kalafungin, (+)-frenolicin B, and (+)-deoxyfrenolicin.

A general, efficient, and common strategy for the synthesis of (-)-juglomycin A, (+)-kalafungin, (+)-frenolicin B, and (+)-deoxyfrenolicin is reported here. The strategy involves the synthesis of a key building block alkyne from a cheap chiral pool material, D-glucono-δ-lactone, Dötz benzannulation, oxa-Pictet-Spengler reaction, and H(2)SO(4)-mediated epimerization.

Total synthesis of (+)-demethoxycardinalin 3.

The total synthesis of (+)-demethoxycardinalin 3 is described. The synthetic strategy features the synthesis of dimeric Fischer carbene and its use in a bidirectional Dötz benzannulation reaction to set the dimeric structure of the cardinalins. The oxa-Pictet-Spengler reaction was used to construct the pyran rings. The synthesis is completed in seven steps and an overall yield of 7%.

A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups

An efficient method for the selective removal of aryl silyl protection using NaH in DMF solvent is developed. The method is rapid, operationally simple and can be carried out at room temperature. Excellent chemoselectivity and high yields of phenol products are other advantages of this method. A one-pot desilylation and reprotection as aryl alkyl ethers and esters has also been demonstrated.

Chapter 6:Organoselenide Fluorophores for Probing Reactive Oxygen Species and Heavy Metals

Scientific interest in solution analyte chemosensing with small, well-defined molecules as a research field has increased enormously in recent years. Contributions from scientists including inorganic and organic chemists alike report on various novel and newly renovated chemical systems. These reports involve various novel π-conjugated systems that exhibit fluorescence responses based on analyte input (or the inputting of multiple analytes). In this chapter, different to recent reviews, we recount how organoselenium chemistry and solution analyte chemosensing goals became enmeshed and focus mainly on reactive oxygen species and heavy metal analytes. The mechanics of recognition involves considering the nature of the HOMO–LUMO energy levels; the sensor platform and the type of fluorophore is illustrated where possible within the context of π-conjugated systems bearing a C-Se-C motif. In some cases, other closely related motifs will be highlighted. Herein, we give a perspective to help suggest particular research areas thought to be fruitful in the future and that warrant further study.