Showing papers by "Indrapal Singh Aidhen published in 2008"
TL;DR: The Weinreb amide has served as an excellent acylating agent for organolithium or organomagnesium reagents and as a robust equivalent for an aldehyde group as mentioned in this paper.
Abstract: N-Methoxy- N-methylamide,popularly addressed as the Weinreb amide, has surfaced as an amidewith a difference. This amide has served as an excellent acylatingagent for organolithium or organomagnesium reagents and as a robustequivalent for an aldehyde group. These two aspects have been exploitedexhaustively in various synthetic endeavors. This review presentsthe growing synthetic utility of the Weinreb amide not only in academiccircles, but also its popular use on kilogram scale by various pharmaceutical industriesacross the globe. 1 Introduction 1.1 Limitations 2 Methods for Preparation 3 Applications 3.1 Use in Heterocyclic Chemistry 3.2 Use in Total Synthesis 3.3 Use in Industry on Kilogram Scale 3.4 Synthetic Equivalents and Building Blocks 4 Miscellaneous 5 Conclusion
67 citations
Journal Article•
TL;DR: Two carbon chain homolgation of enantiopure four carbon erythro configured iodo derivative 5 with N-methoxy-N-methyl-2-phenylsulfonylacetamide 6 affords for the first time a stable and storable precursor 3 of D-amicetose in the acyclic form, wherein the sensitive aldehyde is masked as a Wcinreb amide as discussed by the authors.
Abstract: Two carbon chain homolgation of enantiopure four carbon erythro configured iodo derivative 5 with N-methoxy-N-methyl-2-phenylsulfonylacetamide 6 affords for the first time a stable and storable precursor 3 of D-amicetose in the acyclic form, wherein the sensitive aldehyde is masked as a Wcinreb amide. The differential protection in this acyclic derivative offers all the potential to exclusively arrive at the pyranose form of the target dideoxy-sugar.
2 citations