Werthemann L, Johnson W S
Proc Natl Acad Sci U S A. 1970 Nov;67(3):1465-7. doi: 10.1073/pnas.67.3.1465.
A short, highly stereoselective (over 97%) synthesis of all-trans squalene is described. Starting with succinaldehyde, a tetraenedichlorodione having the complete squalene skeleton with the four internal trans olefinic bonds has been developed in four steps involving a sequence of two double Claisen rearrangements. Three simple operations convert this intermediate into squalene.
本文描述了一种简短且具有高度立体选择性（超过97%）的全反式角鲨烯合成方法。以琥珀醛为起始原料，通过涉及两个连续克莱森重排的四步反应，合成了一种具有完整角鲨烯骨架且带有四个内部反式烯烃键的四烯二氯二酮。通过三个简单操作可将该中间体转化为角鲨烯。
