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2005
Diastereoselective syntheses
O 0031
A Novel Synthesis of syn and anti β-Hydroxy Dithioacetals, Masked Cross-Aldols
Aldehydes. — Ketene dithioacetals (II) and (IV) readily react with aldehydes
03- 031 Between
(I) in the presence of a Lewis acid to generate the cationic adducts, which in turn react
with Red-Al, leading to the corresponding β-hydroxy dithioacetals. Each diastereomer
is selectively obtained by choosing the appropriate Lewis acid and substituents on the
sulfur atoms of the ketene acetal. — (SAITOH, T.; JIMBO, N.; ICHIKAWA*, J.;
Chem. Lett. 33 (2004) 8, 1032-1033; Dep. Chem., Grad. Sch. Sci., Univ. Tokyo,
Bunkyo, Tokyo 113, Japan; Eng.) — M. Paetzel
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