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Asymmetric Synthesis of the C1–C16 Segment of Lasonolide A

✍ Scribed by Hartmut Beck; H. Martin R. Hoffmann


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
265 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


The C1-C16-segment of lasonolide A has been prepared stereoselectively in high chemical and optical yield starting from 2α-methyl-8-oxabicyclo[3.2.1]oct-6-en-3-one (rac-1).


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ChemInform Abstract: Asymmetric Synthesi
✍ Hartmut Beck; H. Martin R. Hoffmann 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 24 KB

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ChemInform Abstract: Asymmetric Synthesi
✍ M. NOWAKOWSKI; H. M. R. HOFFMANN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

Asymmetric Synthesis of the C(18)-C(24) Unit of Lasonolide A. -The synthesis of the title compound (VIII) proceeds with high chiral efficiency. In six steps, four chiral centers are assembled. A key step is the modified Simpkins-Koga asym. deprotonation of compound (I). The strategy outlined is vers