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Stereoselective reduction of β hydroxyketones to 1,3-diols highly selective 1,3-asymmetric induction via boron chelates

✍ Scribed by Koichi Narasaka; Fong-Chang Pai

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
671 KB
Volume
40
Category
Article
ISSN
0040-4020

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Synthesis of 2-vinyl-1,3-diols via highl
Synthesis of 2-vinyl-1,3-diols via highly stereoselective reduction of 2-vinyl aldols using trimethylsilyl stereo-directing group
✍ Keisuke Suzuki; Masato Shimazaki; Gen-ichi Tsuchihashi 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 228 KB

are synthesized by the reductign of aldol derivatives bearing a-trimethylsilylvinyl group at C(2) (LiBEt3H / THF, -78 C), which proceeds highly stereoselectively to give 1,2-syn isomer as the sole product.