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A stereoselective synthesis of β,γ-disubstituted allylic alcohols of z-configuration

✍ Scribed by Mitsuhisa Tamura; Gohu Suzukamo

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
190 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Reaction of alkyllithiums 1 with isoprene epoxide 2 gives B,y-disubstituted allylic alcohols 2 of Z-configuration. The reaction of *-lithiotricyclene as alkyllithium gives o-santalol 5, which is one of the main constituents in East Indian sandalwood oil.

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A stereoselective synthesis of Z)-α,β-di
A stereoselective synthesis of Z)-α,β-disubstituted acrylates
✍ Masayuki Shimagaki; Manabu Shiokawa; Kazunori Sugai; Tomoko Teranaka; Tadashi Na 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 229 KB

Sumary : A new route for (Z)-u.B-disubstituted acrylate is described which is made up of 1) stereoselective reduction of ketones 3 and 2) conversion of the resulting syn-2 into (Z)-1. Developement of a stereoselective method for the synthesis of (Z)-a,B-disubstituted acrylate 1 has attracted conside