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Synthesis of 4,5‐ seco ‐eudesman‐type sesquiterpenes: 4,5‐dioxo‐10‐ epi ‐4,5‐ seco ‐γ‐eudesmane and 4,5‐dioxo‐10‐ epi ‐4,5‐ seco ‐γ‐eudesmanol
Author(s) -
Fang Lijing,
Chen Jinchun,
Zheng Guojun,
Zhang Chen,
Li Yulin
Publication year - 2005
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20127
Subject(s) - chemistry , stereochemistry , terpene , type (biology) , reagent , sesquiterpene , double bond , organic chemistry , ecology , biology
A facile synthetic route to two seco ‐eudesmanes, 4,5‐dioxo‐10‐ epi ‐4,5‐ seco ‐γ‐eudesmane ( 1 ) and 4,5‐dioxo‐10‐ epi ‐4,5‐ seco ‐γ‐eudesmol ( 2 ) from (+)‐dihydrocarvone has been described. Avoiding expensive reagents, this highly economic method is especially suited for the synthesis of 4,5‐ seco ‐eudesman‐type and iphionan‐type sesquiterpenes with a double bond at positions 11 and 12. Chirality 17:163–166, 2005. © 2005 Wiley‐Liss, Inc.