Synthesis of both enantiomers of isorobinal, a novel cyclic monoterpene isolated from the astigmatid mite, Rhizoglyphus sp.
Both enantiomers of isorobinal, a cyclic monoterpene isolated from the astigmatid mite (Rhizoglyphus sp.), were synthesized from the enantiomers of perillaldehyde in four steps by using PCC-oxidation of a tertiary allylic alcohol intermediate as the key step.
Liang
Ting
T
Laboratory of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University, 1-1 Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai 981-8555, Japan.
Kuwahara
Shigefumi
S
D000438:Alcohols / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry; D000818:Animals; D008925:Mites / Q000737:chemistry*; D039821:Monoterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000438:Alcohols; D000498:Allyl Compounds; D039821:Monoterpenes; C475223:isorobinal; C033342:perillaldehyde