The asymmetric hydrogenation of 1,1,4,4,7-pentamethyl-2-methylen-1,2,3,4-tetrahydro-naphthalene, a viable catalytic approach to the synthesis of non-racemic Fixolide®
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- 作者：Ciappa ; Alessandra ; Scrivanti ; Alberto ; Matteoli ; Ugo
- 关键词：Fixolide ; Asymmetric hydrogenation ; Fragrances ; Iridium ; Rhodium
- 刊名：Journal of Molecular Catalysis A: Chemical
- 出版年：2004
- 出版时间：September 16, 2004
- 年：2004
- 卷：219
- 期：2
- 页码：217-220
- 全文大小：71.6 K
文摘
Asymmetric hydrogenation of 1,1,4,4,7-pentamethyl-2-methylen-1,2,3,4-tetrahydro-naphthalene 2 or 1,1,2,4,4,7-hexamethyl-1,4-dihydronaphthalene 3 leads to 1,1,2,4,4,7-hexamethyl-1,2,3,4-tetrahydro-naphthalene 4 an immediate precursor of the fragrance Fixolide®. Promising results (with 33 % ee) have been obtained starting from olefin 2 using a cationic Iridium catalyst in combination with a chiral phosphino-oxazoline ligand.