Birkbeck Anthony A
Firmenich SA, Corporate R&D Division, P.O. Box 239, CH-1211 Geneva 8;, Email:
Chimia (Aarau). 2017 Dec 1;71(12):823-835. doi: 10.2533/chimia.2017.823.
The synthetic challenges associated with the selective synthesis of α-Santalene (1), (Z)-α-Santalol (2), β-Santalene (3), and most importantly (Z)-β-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 β-Santalene (3) and the even more challenging selective synthesis of the (Z)-allylic alcohol sidechain present in both (Z)-α-Santalol (2) and ((Z)-β-Santalol (4) will be covered in this review.
几十年来，与选择性合成α-檀香烯（1）、（Z）-α-檀香醇（2）、β-檀香烯（3），以及最重要的（Z）-β-檀香醇（4）相关的合成挑战一直吸引着全球的合成化学家。这些分子是大自然精美杰作的绝佳范例，已从东印度檀香油（檀香木）中分离出来，并促使化学家开发新的高效方法来合成它们。本文将综述β-檀香烯（3）中存在的[2.2.1]双环庚烷环系的各种合成方法及其演变，以及（Z）-α-檀香醇（2）和（Z）-β-檀香醇（4）中更具挑战性的（Z）-烯丙醇侧链的选择性合成。
