氢萘的立体选择性 Frie del-Crafts 烷基化反应。
Diastereoselective Friedel-Crafts alkylation of hydronaphthalenes.
机构信息
Davenport Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON M5S3H6, Canada.
出版信息
J Org Chem. 2011 Nov 4;76(21):9031-45. doi: 10.1021/jo201781x. Epub 2011 Oct 5.
An efficient and versatile synthesis of chiral tetralins has been developed using both inter- and intramolecular Friedel-Crafts alkylation as a key step. The readily available hydronaphthalene substrates were prepared via a highly enantioselective metal-catalyzed ring opening of meso-oxabicyclic alkenes followed by hydrogenation. A wide variety of complex tetracyclic compounds have been isolated with high levels of regio-, diastereo-, and enantioselectivity.
已经开发出一种使用分子内和分子间傅克烷基化反应作为关键步骤的高效、通用的手性四氢萘合成方法。通过高对映选择性的金属催化的内消旋氧杂环丁烯开环反应和随后的氢化反应，可以制备得到易得的氢化萘底物。通过该方法可以分离得到具有高区域选择性、非对映选择性和对映选择性的多种复杂的四环化合物。
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