Journal article
Anion relay chemistry: an effective tactic for diversity oriented synthesis
Journal of the American Chemical Society, Vol.128(1), pp.66-67
01/11/2006
Handle:
https://hdl.handle.net/2376/114619
PMID: 16390124
Abstract
An effective one-flask multicomponent linchpin coupling protocol employing the concept of anion relay chemistry (ARC) was developed. This concept calls for addition of an anion (5) to an epoxide (6), bearing on a distal carbon a trialkyl silyl group and an anion stabilizing group (ASG), to furnish upon epoxide ring opening oxyanion 7. Addition of HMPA or other polar solvents to trigger a solvent controlled 1,4-Brook rearrangement then leads to a new distal anion (8), which in turn is available to react with a variety of second electrophiles.
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Details
- Title
- Anion relay chemistry: an effective tactic for diversity oriented synthesis
- Creators
- Amos B Smith, 3rd - Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA. smithab@sas.upenn.eduMing Xian
- Publication Details
- Journal of the American Chemical Society, Vol.128(1), pp.66-67
- Academic Unit
- Chemistry, Department of
- Publisher
- United States
- Grant note
- GM 29028 / NIGMS NIH HHS
- Identifiers
- 99900547433501842
- Language
- English
- Resource Type
- Journal article