Strategies and Tactics in Organic Synthesis: Chapter 10. Stereoselective Addition of Halogen to Conjugated Enynes and Its Application in the...
- ISBN-10
- 0128056134
- ISBN-13
- 9780128056134
- Series
- Strategies and Tactics in Organic Synthesis
- Category
- Science
- Pages
- 344
- Language
- English
- Published
- 2013-07-29
- Publisher
- Elsevier Inc. Chapters
- Authors
- Wei Zhang, Jenny B. Werness, Weiping Tang
Description
Addition of halogen and nucleophiles to conjugated 1,3-enynes in a 1,4-fashion produces a chiral allene and a stereogenic center. The diastereo- and enantioselectivity of this process are discussed in detail. The 1,4-bromoetherification of 1,3-enynes can be applied to the synthesis of various bromoallene-containing natural products. Our diastereo- and enantioselective total synthesis of kumausallene is described in this chapter. The synthesis features a cascade reaction involving palladium-catalyzed desymmetrization and a DMF-mediated diastereoselective 1,4-bromoetherification reaction.
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Other editions
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- 2013-07-29
- 344 pages
- Ebook
- Elsevier Inc. Chapters
-
- 2013-07-29
- 344 pages
- Ebook
- Elsevier Inc. Chapters
-
- 2013-07-29
- 344 pages
- Ebook
- Elsevier Inc. Chapters
-
- 2013-07-29
- 344 pages
- Ebook
- Elsevier Inc. Chapters
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