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2005
Hydroxycarboxylic acids (ether carboxylic acids) and esters
P 0280
An Efficient Stereoselective Synthesis of Substituted 1,3-Dienes. — The methodolused to prepare stereodefined 1,3-dienes serves as a model for the construction of
19- 072 ogy
the C—C unit of rapamycin. Key step is an Ireland—Claisen rearrangement/silicon-mediated fragmentation sequence. The reaction proceeds with poor or no stereoselectivity. The method is extended to the construction of dienyl amines from a substituted aziridine affording a single diastereomer (VII). — (OH, K.; PARSONS*, P. J.;
CHESHIRE, D.; Synlett 2004, 15, 2771-2775; Dep. Chem., Univ. Sussex,
Brighton BN1 9QJ, UK; Eng.) — Steudel
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