Open AccessThe Synthesis of Fragrant Natural Products from Santalum album L.: (+)-(Z)-?-Santalol and (–)-(Z)-?-Santalol
Author(s) -
Anthony A. Birkbeck
Publication year - 2017
Publication title -
chimia
Language(s) - English
Resource type - Journals
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.2017.823
Subject(s) - santalum album , sandalwood , stereochemistry , chemistry , allylic rearrangement , botany , biology , traditional medicine , organic chemistry , medicine , catalysis
The synthetic challenges associated with the selective synthesis of ?-Santalene (1), (Z)-?-Santalol (2), ?-Santalene (3), and most importantly (Z)-?-Santalol (4) have interested the world's synthetic chemists for decades. These molecules, lovely examples of nature's exquisite creations, have been isolated from East Indian Sandalwood Oil (Santalum album L.) and have stimulated chemists to develop new and efficient methodologies to synthesize them. The synthesis and evolution of various approaches to the [2.2.1]bicycloheptane ring system present in ?-Santalene (3) and the even more challenging selective synthesis of the (Z)-allylic alcohol sidechain present in both (Z)-?-Santalol (2) and ((Z)-?-Santalol (4) will be covered in this review.