EXPERIMENTS DIRECTED TOWARD TOTAL SYNTHESIS OF TERPENES .7. SYNTHESIS OF (+-) -8BETA-CARBOMETHOXY-13-OXOPODOCARPANONE A DEGRADATION PRODUCT OF PHYLLOCLADENE
EXPERIMENTS DIRECTED TOWARD TOTAL SYNTHESIS OF TERPENES .7. SYNTHESIS OF (+-) -8BETA-CARBOMETHOXY-13-OXOPODOCARPANONE A DEGRADATION PRODUCT OF PHYLLOCLADENE
复制标题
DOI：
10.1021/jo01346a023
复制
发表时间：
1966-01-01
影响因子：
3.6
通讯作者：
MARSHALL, JA
中科院分区：
文献类型：
--
作者：
CHURCH, RF;IRELAND, RE;MARSHALL, JA
桥联双环C/D环结构是一些四环二萜类化合物所共有的。这个结构单元，以替代的自行车-[3.2.1[辛烷系，存在于叶茂烯L，5高岭烯2，6和己二烯3.7含氧变体相同的双环[3.2.1[辛烷体系存在于甜菊醇4，8赤霉酸5，9和生物碱大蒜碱6，10中，而含氧双环[2.2]。2[辛烷体系存在于生物碱蒂辛7.11中，这一结构特征的广泛分布使这类桥联双环体系的合成方案对这一领域的最终总合成工作非常有用。叶枝烯1系统的结构简单性似乎为实践提供了逻辑基础，并朝着这个方向展开了最初的努力。
The bridged bicyclic C/D ring structure is common to several members of the tetracyclic diterpenes. This structural unit, in the form of a substituted bicyclo-[3.2. 1 [octane system, is present in phyllocladene l, 5 kaurene 2, 6 and hibaene 3.7 Oxygenated variants of the same bicyclo [3.2. 1 [octane system can be found in steviol 4, 8 gibberellic acid 5, 9 and the alkaloid garryine 6, 10 while the oxygenated bicyclo [2.2. 2 [octane system is present in the alkaloid atisine 7.11 The wide dis-tribution of this structural feature made a scheme of general utility for thesynthesis of such bridged bicyclic systems appear quite useful to ultimate total synthesis efforts in this area. The structuralsimplicity of the phyllocladene 1 system appeared to offer the logical substrate on which to practice and initial efforts were launched inthis direction.