摘要
从同一个中间体合成β-大马烯酮(1)和β-大马酮(2)。烯丙基β-环香叶醇的光氧化得双环氧化合物3.3的羰基用邻硝基苯基乙二醇保护,还原,光化学去保护和脱水得2.3的酸催化开环,保护,选择还原和光化学去保护得1。首次观察到末端双键在光氧化时的环氧化。
β-Damascenone (1)and β-damascone (2) were synthesized from the same intermediane, the bisepoxy, 3, derived from the photooxidation of allylic β-cyclogeraniol. Protection of the carbonyl group of 3 with o-nitrophenyl glycol, reduction, photodeprotection and dehydration gave 2 while 1 was obtained by means of acid catalytic ring-opening of the epoxy groups of 3, protection, reduction and photodeprotection. It was the first time to observe epoxidation of terminal double bond under photooxidation.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
1990年第11期1113-1119,共7页
Acta Chimica Sinica
基金
国家自然科学基金
