TY - JOUR
T1 - Synthesis of dendryphiellin C, a trinor-sesquiterpene from a marine source
AU - Akao, Hiroko
AU - Kiyota, Hiromasa
AU - Nakajima, Takao
AU - Kitahara, Takeshi
PY - 1999/6/18
Y1 - 1999/6/18
N2 - Enantioselective synthesis of dendryphiellin C, isolated from cultures of Dendryphiella sarina, has been achieved in a convergent way such as coupling of a C9-branched carboxylic acid 10 with a trinor-eremophilane alcohol 11. The latter was synthesized starting from a chiral building block, (1S,5S,6R)-5-hydroxybicyclo[4.1.0]heptan-2-one 16, which was originally prepared in this group using biochemical transformation as a key step. The synthesis was completed through 12 steps from 16 in overall 2.4% yield.
AB - Enantioselective synthesis of dendryphiellin C, isolated from cultures of Dendryphiella sarina, has been achieved in a convergent way such as coupling of a C9-branched carboxylic acid 10 with a trinor-eremophilane alcohol 11. The latter was synthesized starting from a chiral building block, (1S,5S,6R)-5-hydroxybicyclo[4.1.0]heptan-2-one 16, which was originally prepared in this group using biochemical transformation as a key step. The synthesis was completed through 12 steps from 16 in overall 2.4% yield.
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U2 - 10.1016/S0040-4020(99)00407-X
DO - 10.1016/S0040-4020(99)00407-X
M3 - Article
AN - SCOPUS:0033580809
SN - 0040-4020
VL - 55
SP - 7757
EP - 7770
JO - Tetrahedron
JF - Tetrahedron
IS - 25
ER -
