THE TOTAL SYNTHESIS OF (+)-RYANODOL .2. MODEL STUDIES FOR RING-B AND RING-C OF (+)-ANHYDRORYANODOL - PREPARATION OF A KEY PENTACYCLIC INTERMEDIATE
THE TOTAL SYNTHESIS OF (+)-RYANODOL .2. MODEL STUDIES FOR RING-B AND RING-C OF (+)-ANHYDRORYANODOL - PREPARATION OF A KEY PENTACYCLIC INTERMEDIATE
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DOI：
10.1139/v90-022
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发表时间：
1990-01-01
影响因子：
1.1
通讯作者：
SOUCY, P
中科院分区：
文献类型：
--
作者：
DESLONGCHAMPS, P;BELANGER, A;SOUCY, P
本文报道了简单四步合成（6 +（S）-74的合理概念所需的几项模型研究。81a-b. 83.→87. 89)（方案11）光学活性的五环二羟基酮醛87的碳酸酯衍生物89，其是合成（+）-ryanodol（5）的重要关键中间体。用作起始材料的光学活性乙烯基酮（S）-74由d-香芹酮（（S）-94）以四个步骤制备（方案13）。另一种起始物料邻-螺内酯二烯酮6的制备见第I部分。
This paper reports several model studies that were necessary for the rational conception of a simple four-step synthesis (6 + (S)-74 .fwdarw. 81a-b .fwdarw. 83 .fwdarw. .fwdarw. 87 .fwdarw. 89) (Scheme 11) of the carbonate derivative 89 of the optically active pentacyclic dihydroxy ketoaldehyde 87, an important key intermediate for the synthesis of (+)-ryanodol (5). The optically active vinyl ketone (S)-74 that was used as starting material was prepared in four steps from d-carvone ((S)-94) (Scheme 13). The preparation of the other starting material, the o-spirolactone dienone 6, was reported in Part I.