Department of Chemistry MS 015, Brandeis University, Waltham, Massachusetts 02454-9110, USA.
Org Lett. 2010 Jun 4;12(11):2626-9. doi: 10.1021/ol100832h.
Me(2)AlCl-catalyzed Diels-Alder reaction of N-tigloyloxazolidinone with 6,6-dimethyl-1-vinylcyclohexene selectively provided the exo adduct, which was converted to nosyberkol (isotuberculosinol) and tuberculosinol. The spectral data for nosyberkol are identical with those reported for edaxadiene, whose structure is revised accordingly.
Me(2)AlCl 催化的 N-特戊酰基恶唑烷酮与 6,6-二甲基-1-乙烯基环己烯的 Diels-Alder 反应选择性地提供了外消旋加成产物,该产物进一步转化为 nosyberkol(异土葆醇)和土葆醇。nosyberkol 的光谱数据与 edaxadiene 的报道数据完全一致,因此对其结构进行了相应的修订。