Journal article
Asymmetric [4+2] cycloadditions employing 1,3-dienes derived from (R)-4-t-butyldimethyl-silyloxy-2-cyclohexen-1-one
Tetrahedron letters, Vol.50(48), pp.6621-6623
12/02/2009
DOI: 10.1016/j.tetlet.2009.09.055
PMCID: PMC2776744
PMID: 20161352
Abstract
1,3-Dienes derived from (R)-4-t-butyldimethylsilyloxy-2-cyclohexen-1-one react with activated dienophiles to form predominately (or sometimes exclusively) syn/endo products. These controlled [4+2] cycloadditions increase the asymmetric complexity from one asymmetric center in the starting material to five asymmetric centers in the products in a single step, and provide a powerful approach for the asymmetric synthesis of compounds containing the bicyclo[2.2.2]octanone carbon skeleton. (C) 2009 Elsevier Ltd. All rights reserved.
Details
- Title: Subtitle
- Asymmetric [4+2] cycloadditions employing 1,3-dienes derived from (R)-4-t-butyldimethyl-silyloxy-2-cyclohexen-1-one
- Creators
- Zhengmao Hua - University of IowaLei Chen - University of IowaYan Mei - University of IowaZhendong Jin - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Tetrahedron letters, Vol.50(48), pp.6621-6623
- DOI
- 10.1016/j.tetlet.2009.09.055
- PMID
- 20161352
- PMCID
- PMC2776744
- NLM abbreviation
- Tetrahedron Lett
- ISSN
- 0040-4039
- eISSN
- 1873-3581
- Publisher
- Elsevier
- Number of pages
- 3
- Grant note
- R01CA109208 / NATIONAL CANCER INSTITUTE; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Cancer Institute (NCI) R01 CA109208 / National Institutes Health; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA
- Language
- English
- Date published
- 12/02/2009
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984365895402771
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