
TY  - JOUR
A1  - Rickards, RW 
A1  - Watson, WP 
T1  - Conversion of (+)-(R)-Limonene into (+)-(1S,4R)-p-mentha-2,8-dien-1-ol, an intermediate in the synthesis of tetrahydrocannabinoids
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1980
VL  - 33
IS  - 2
SP  - 451
EP  - 454
KW  - 
UR  - https://doi.org/10.1071/CH9800451 
N2  - (+)-(1S,4R)-p-Mentha-2,8-dien-1-ol (3), an important intermediate in the synthesis of (-)-&#916;9-trans-6a,10a-tetrahydrocannabinol (1) and other tetrahydrocannabinoids, is conveniently prepared from (+)-(R)-limonene (5) by rearrangement of its (1S,2R)-1,2-epoxide (7). Similar rearrangement of the diastereoisomeric (1R,2S)-1,2-epoxide (6) yields (+)-(2S,4R)-p-mentha-1(7),8-dien-2-ol (12), a major constituent of gingergrass oil. 
ER  -

