✦ LIBER ✦
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
✍ Scribed by Giuseppe Bartoli; Marcella Bosco; Emanuela Di Martino; Enrico Marcantoni; Letizia Sambri
- Publisher
- John Wiley and Sons
- Year
- 2001
- Tongue
- English
- Weight
- 342 KB
- Volume
- 2001
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
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 high stereofacial discrimination towards nucleophilic alkyl transfer by an appropriate organometallic species. The use of Grignard reagents has serious limitations; in fact, highly