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Highly diastereoselective reduction of α-alkyl-β-hydroxy ketones with sodium and lithium boron hydrides via their titanium alcoholates

✍ Scribed by Giuseppe Bartoli; M.Cristina Bellucci; Marcella Bosco; Renato Dalpozzo; Enrico Marcantoni; Letizia Sambri

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
209 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reduction of ct-alkyl-13-hydroxy ketones is highly syn-seleetive if carried out in THF on their Ti-alcoholate complexes with LiBI-h or L-SeleetrideCg or N-sclectride~ depending on the bulkiness of the group bound to the earbonyl group.

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Highly Stereoselective and Efficient Add
Highly Stereoselective and Efficient Addition of Organocerium Reagents to syn-β-Alkyl-β-hydroxy-α-methyl Ketones by Way of Their Titanium Alkoxides − Synthesis of Complex 1,3-Diol Units with Three Stereodefined Centres
✍ Giuseppe Bartoli; Marcella Bosco; Emanuela Di Martino; Enrico Marcantoni; Letizi 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 342 KB 👁 1 views

A highly efficient and stereoselective technique for additions to syn-β-alkyl-β-hydroxy-α-methyl ketones is now available. The methodology is based on the conversion of the starting material into a trichlorotitanium alkoxide derivative, which is able to assume a stable cyclic arrangement exhibiting