General preparation and controlled cyclization of acyclic terpenoids.
General preparation and controlled cyclization of acyclic terpenoids.
复制标题
无环萜类化合物的一般制备和受控环化。
作者：
Jinchul Kuk;B. Kim;H. Jung;Seyoung Choi;J. Park;S. Koo
全-（E）-聚戊烯醇12的一般制备方法已经从容易获得的香叶基砜通过利用C5单元5的扩链方法和利用C5单元10的链终止方法以及化学选择性还原性异戊酰化反应开发。聚戊烯醇12转化为化合物3，其在末端含有两个连续的异戊二烯基砜部分，其仅在远离平坦且刚性的苯磺酰基的碳-碳双键处进行受控的亲电环化。
A general preparation method of the all-(E)-polyprenols 12 has been developed from readily available geranyl sulfone by the chain-extension process utilizing the C5 unit 5 and the chain-termination process utilizing the C5 unit 10 together with the chemoselective reductive desulfonylation. The polyprenols 12 were converted to compounds 3 containing two consecutive prenyl sulfone moieties at the tail end, which underwent the controlled electrophilic cyclization only at the carbon-carbon double bonds that were remote from the flat and rigid benzenesulfonyl groups.