11 ハロカミグラン型セスキテルペン類縁体の合成研究(ポスター発表の部)

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As one of our continuous synthetic studies on the spiro cyclic natural products, we describe the synthetic studies on halochamigrane type sesquiterpenes, (±)-nidifocene(1) and (±)- laurencial(2). 1, Synthetic studies on (±)-nidifocene(1) 1-1, Total synthesis of the bromochloro derivatives 3a and 3b The bromochloro derivatives 3a and 3b were regio- and stereo-selectively synthesized via the olefine 7 as a column key intermediate. The regio- and stereoselective introduction of "BrCl" to the double bond of the olefine 7 was achieved via the brocohydrins 17a and 18. 1-2, Synthetic studies on (±)-nidifocene(1) Dehalonidifocene 27 was synthesized starting fro^ the spirodienone 19 by the use of the methodology developped above. 2, Total synthesis of (±)-laurencial(2) and (±)-3-epi-laurencial(29) (±)-Laurencial(2) and (±)-3-epi-laurencial(29) were synthesized via the tricyclic ketone 30 starting from the olefine 32. The construction of the tricyclic skelton of 30 was achieved by the bromonium ion induced cyclization of ketoacetonide 35.
天然有機化合物討論会の論文
1988-09-26