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ChemInform Abstract: Tandem Inter [4 + 2]/Intra [3 + 2] Cycloadditions of Nitroalkenes. Part 20. Asymmetric Synthesis of Highly Functionalized Aminocyclopentanes Using the Bridged Mode (β-Tether) Process.

✍ Scribed by S. E. DENMARK; J. A. DIXON


Publisher
John Wiley and Sons
Year
2010
Weight
42 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Tandem Inter [4 + 2]/Intra [3 + 2] Cycloadditions of Nitroalkenes. Part 20. Asymmetric Synthesis of Highly Functionalized Aminocyclopentanes Using the Bridged Mode (β-Tether) Process.

-The tandem cycloaddition reported in the preceding article is applied to the reaction of nitro olefins with enantiopure alkoxydienes (II) and (X). It is shown that from a single, chiral, nonracemic auxiliary either enantiomer of the final amino diol can be obtained by appropriate selection of the Lewis acid in the tandem sequence. An additional oxygen functionality can be incorporated into the amino diol by use of benzoyloxy alkene (XIV). In this case the intermediates are not separated and used as crude products. -(DENMARK, S.


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ChemInform Abstract: Tandem Inter [4 + 2
✍ S. E. DENMARK; J. A. DIXON 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 40 KB 👁 1 views

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