TY - JOUR
T1 - Enantioselective preparation of 1-benzyloxy-3-methyl-6-heptene-2,4-diols
T2 - Total synthesis of (+)-prelactone C
AU - Esumi, Tomoyuki
AU - Fukuyama, Hiroko
AU - Oribe, Reiko
AU - Kawazoe, Kaori
AU - Iwabuchi, Yoshiharu
AU - Irie, Hiroshi
AU - Hatakeyama, Susumi
PY - 1997/7/7
Y1 - 1997/7/7
N2 - A concise method leading to all stereoisomers of 1-benzyloxy-3-methyl-6-heptene-2,4-diol from (2E,5E)-1,7-dibenzyloxy-2,5-heptadiene-4-ol has been developed. The first synthesis of (+)-prelactone C, a δ-lactone isolated from the concanamycin-producing Streptomyces sp., has been achieved utilizing (2S,3S,4R)-1-benzyloxy-3-methyl-6-heptene-2,4-diol as a chiral building block.
AB - A concise method leading to all stereoisomers of 1-benzyloxy-3-methyl-6-heptene-2,4-diol from (2E,5E)-1,7-dibenzyloxy-2,5-heptadiene-4-ol has been developed. The first synthesis of (+)-prelactone C, a δ-lactone isolated from the concanamycin-producing Streptomyces sp., has been achieved utilizing (2S,3S,4R)-1-benzyloxy-3-methyl-6-heptene-2,4-diol as a chiral building block.
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U2 - 10.1016/S0040-4039(97)01042-3
DO - 10.1016/S0040-4039(97)01042-3
M3 - Article
AN - SCOPUS:0030947378
VL - 38
SP - 4823
EP - 4826
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 27
ER -