TY - JOUR
T1 - Formal total syntheses of (-)-isoavenaciolide and (-)-ethisolide from L-quebrachitol
AU - Chida, Noritaka
AU - Tobe, Takahiko
AU - Suwama, Masami
AU - Ohtsuka, Masami
AU - Ogawa, Seiichiro
PY - 1992/12/1
Y1 - 1992/12/1
N2 - The stereoselective conversions of the naturally occurring optically active cyclitol, L-quebrachitol 5, into the known synthetic intermediates, 3 and 4, for preparations of structurally interesting bislactones, (-)-isoavenaciolide 1 and (-)-ethisolide 2, respectively, are described. These bislactones, 3 and 4, were synthesized from the common intermediate 19, which was prepared by periodate oxidation of the bicyclic cyclitol derivative 17.
AB - The stereoselective conversions of the naturally occurring optically active cyclitol, L-quebrachitol 5, into the known synthetic intermediates, 3 and 4, for preparations of structurally interesting bislactones, (-)-isoavenaciolide 1 and (-)-ethisolide 2, respectively, are described. These bislactones, 3 and 4, were synthesized from the common intermediate 19, which was prepared by periodate oxidation of the bicyclic cyclitol derivative 17.
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M3 - Article
AN - SCOPUS:37049071933
SN - 1472-7781
SP - 2667
EP - 2673
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 20
ER -