Cyclobutyl cation rearrangements of 6-protoilluden-8. ALPHA.-ol, 7-protoilluden-6-ol and related compounds.

…, JUN FURUKAWA, H KOBAYASHI…

文献索引：Morisaki, Naoko; Furukawa, Jun; Kobayashi, Hisayoshi; Iwasaki, Shigeo; Nozoe, Shigeo; Okuda, Shigenobu Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 7 p. 2678 - 2685

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被引用次数: 8

摘要

6-Protoilluden-8α-ol (15) was formolyzed and then reduced with LiAlH 4 to give 7- protoilluden-6-ol (16) and its stereoisomer (17). 3-epi-6-Protoilluden-8a-ol (19) also gave the same products under the same conditions. These and other related reactions imply that the 7-protoilludene C-6 cation (10) is an important intermediate in the biosynthesis of illudane (11), marasmane (12) and illudalane (13) type sesquiterpenes.