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Cyclization of Aryllithiums Tethered to Methylenecycloalkanes: Stereoselective Synthesis of 4α-Substituted cis-Hexahydrofluorenes.

✍ Scribed by William F. Bailey; Tahir Daskapan; Sriram Rampalli


Book ID
101945491
Publisher
John Wiley and Sons
Year
2003
Weight
74 KB
Volume
34
Category
Article
ISSN
0931-7597

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Stereoselective synthesis of 4-substitut
✍ Annett Bartels; Peter G. Jones; Jürgen Liebscher 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 246 KB

Michael-addition of nitromethane anion to 5-ylidene-1,3-dioxane-4-ones 2 gives high yields of 5-(13-nitroalkyl)-l,3-dioxane-4-ones 3 and 4 with a preponderance of 3 (reattack). Hydrogenation of the products in the presence of Raney-Ni affords optically active 4-substituted cis-3-(o~-hydroxyethyl)-py