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2005
Pyran derivatives
R 0340
Stereoselective Synthesis of trans-2,6-Disubstituted Dihydropyrans Through
Allylic Transfer Reaction. — A novel procedure is described for the
13- 144 Intramolecular
stereoselective synthesis of 2,6-disubstituted pyrans. The reaction involves the
oxa-Cope rearrangement and a subsequent intramolecular allylic transfer reaction. In
the case of starting compound (I) the cis isomer (IV) is the major product even when
the E isomer of (I) is used for the reaction. In contrast, the reaction of acetals (V) leads
to trans dihydropyrans (VI) as major products. — (YU*, C.-M.; SHIN, M.-S.; CHO,
E.-Y.; Bull. Korean Chem. Soc. 25 (2004) 11, 1625-1626; Dep. Chem., Sung Kyun
Kwan Univ., Suwon 440-746, S. Korea; Eng.) — M. Bohle
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