Asymmetric induction of an olefinic acetal cyclization

WS Johnson, CA Harbert…

Index: Johnson,W.S. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 5279 - 5280

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Citation Number: 67

Abstract

Sir: The enzymatic cyclization of squalene proceeds with total asymmetric induction to produce only one enantiomeric form of the polycyclic products. It has been our general aim to simulate this result in our nonenzymic olefinic cyclizations. We have described the stannic chloride catalyzed cyclization of the trans dienic acetal 1 (R= H) which proceeds in high yield and essentially stereospecifically with respect to the ring fusion.* Thus when the ...