Preparation of optically active binaphthylmonophosphines (MOP's) containing various functional groups
β Scribed by Yasuhiro Uozumi; Nobuhiro Suzuki; Aya Ogiwara; Tamio Hayashi
- Book ID
- 104204742
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 714 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
Abshoct: Optically active 2'-diphettylphosphino-l,l'-binaphthyls (MOP's) having various functional groups, cyano, aminomethyl, methoxycarbonyl, carboxy, and hydroxymethyl, at the C2-position were prepared. A cyan0 group was inlmduced on the MOP skeleton by niclcel-cataJyxed cyanation of 2-diphenylphosphinyl-2'-trifhtomm~onyloxyl,l'-binaphthyl which is readily prepared from optically active bmaphthol. Preparation of the MOP derivatives bearing carboxylic groups were achieved by paklium-catalyzed monocarbonylation of bmaphthyl Z,Z-bis(triflate) followed by phospKmylation of the remaining triflate group.
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2S,3S)-3-methyl-and 3-isopropylaspartic acids were synthesized by bioconversion of the corresponding alkylfumarates (mesaconate and 3-isopropylfumarate) using pmethylaspartase from cell-free extracts of Clostridium tetanomorphum. Optically pure (2S,3S)-3-alkylaspartic acids were transformed in sever