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2004
Alcohols
P 0110
49- 061
Stereoselective Synthesis of Functionalized Triol Units by SnCl4 Promoted Allylation of α-Benzyloxyaldehydes: Crucial Role of the Stoichiometry of the Lewis
Acid. — The title reaction offers an efficient method for the stereoselective preparation
of consecutive triols. Interestingly, variation of Lewis acid amount leads to inversion
of stereochemistry. Thus, syn-anti triols are obtained using 1 equiv. SnCl4, while with
2 equiv. SnCl4, syn-syn triols are formed. — (DUBOST, C.; LEROY, B.; MARKO*, I.
E.; TINANT, B.; DECLERCQ, J.-P.; BRYANS, J.; Tetrahedron 60 (2004) 35,
7693-7704; Dep. Chim., Univ. Cathol. Louvain, B-1348 Louvain-la-Neuve, Belg.;
Eng.) — Jannicke
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