The DOI matches its Crossref record; 20 of the 20 references it cites were found in a registry or an index.
Natural Product-like Combinatorial Libraries Based on Privileged Structures. 1. General Principles and Solid-Phase Synthesis of Benzopyrans
Abstract
Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.
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Metadata
- Authors
- Nicolaou, K. C., Pfefferkorn, J. A., Roecker, A. J., Cao, G.-Q., Barluenga, S., & Mitchell, H. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-09-30
- Volume
- 122
- Issue
- 41
- Pages
- 9939-9953
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2053036921
- Cited by
- 678
- References
- 20
- FWCI
- 5.97
- Type
- journal article
- Language
- en
- Open access
- closed
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