Tetrahedron Letters p. 1157 - 1160 (1988)
Update date:2022-08-05
Topics:
Saito, Seiki
Hamano, Shin-ichi
Moriyama, Hiroshi
Okada, Keiji
Moriwake, Toshio
Palladium(II)-catalyzed <3,3>sigmatropic rearrangement of (4R,5R)-4,5-(bisacetoxy)-1,8-(bisbenzyloxy)-2(E),6(E)-octadiene has proceeded convergently to give (2S,7S)-2,7-(bisacetoxy)-1,8-(bisbenzyloxy)-3(E),5(E)-octadiene, translating the original chirality completely to the migration termini, which constitutes a novel synthesis of optically pure 3,5-octadiene with C2 chirality.
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