1.
Chem Pharm Bull (Tokyo)
; 60(8): 1088-91, 2012.
Article
in English
| MEDLINE
| ID: mdl-22863716
ABSTRACT
Here, we describe the first total synthesis of hydroxyl-α- and hydroxyl-ß-sanshool, which involves Suzuki-Miyaura coupling (SMC). Hydroxy-α-sanshool (1) was synthesized by SMC of bromoalkyne 4 with boronate 3 followed by (Z)-selective reduction of the triple bond in the coupling product. Hydroxy-ß-sanshool (2) was synthesized by regio- and (E)-selective conversion of 4 to iodoalkene 11 followed by SMC with 3.