Pheromone Synthesis, XCVIII. Conversion of the Enantiomers of Sulcatol (6‐Methyl‐5‐hepten‐2‐ol) to the Enantiomers of Pityol [ trans ‐2‐(1‐Hydroxy‐1‐methylethyl)‐5‐methyltetrahydrofuran], a Male‐Specific Attractant of the Bark Beetle  Pityophthorus pityographus | Zendy

Mori Kenji | Zendy; Puapoomchareon Prapai | Zendy

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Pheromone Synthesis, XCVIII. Conversion of the Enantiomers of Sulcatol (6‐Methyl‐5‐hepten‐2‐ol) to the Enantiomers of Pityol [ trans ‐2‐(1‐Hydroxy‐1‐methylethyl)‐5‐methyltetrahydrofuran], a Male‐Specific Attractant of the Bark Beetle Pityophthorus pityographus

Author(s) -

Mori Kenji,

Puapoomchareon Prapai

Publication year - 1987

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.198719870321

Subject(s) - enantiomer , chemistry , thallium , stereochemistry , pheromone , medicinal chemistry , organic chemistry , botany , biology

Enantiomerically pure ( R )‐sulcatol ( 2a ) was synthesized from ethyl ( R )‐3‐hydroxybutanoate ( 3 ). Cyclization of ( R )‐ 2a with thallium(III) triacetate yielded (2 S ,5 R )‐pityol ( 1 ). In the same manner, ( S )‐ 2a and (2 R ,5 S )‐ 1 were synthesized from ( S )‐ 3 .

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