Rearrangement of rel-(4aR,7S,7aR,13S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]quinolizin-13-ium tosylate to rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene

Trevor A. Crabb; Craig J. Roxburgh; Roger F. Newton

doi:10.1039/P19900002905

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Rearrangement of rel-(4aR,7S,7aR,13S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]quinolizin-13-ium tosylate to rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene

Trevor A. Crabb, Craig J. Roxburgh and Roger F. Newton

Abstract

Treatment of rel-(4aR,7S,7aR,1 3S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]-quinolizin-13-ium tosylate with lithium aluminium hydride gave rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene. An X-ray structural analysis of the product was performed.

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Article type: Paper

DOI: 10.1039/P19900002905

Citation: J. Chem. Soc., Perkin Trans. 1, 1990,0, 2905-2907

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Rearrangement of rel-(4aR,7S,7aR,13S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]quinolizin-13-ium tosylate to rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene

T. A. Crabb, C. J. Roxburgh and R. F. Newton, J. Chem. Soc., Perkin Trans. 1, 1990, 0, 2905
DOI: 10.1039/P19900002905
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Journal of the Chemical Society, Perkin Transactions 1

Rearrangement of rel-(4aR,7S,7aR,13S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]quinolizin-13-ium tosylate to rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene

Abstract

Rearrangement of rel-(4aR,7S,7aR,13S)1,2,3,4,4a,5,6,7,7a,12-decahydro-7-phenylisoindolo[1,2-d]quinolizin-13-ium tosylate to rel-(5S,6R,10R,13S)-5,6,7,8,9,10,11,12,13,14-decahydro-13-phenyl-5,6,10-nitrilobenzocyclododecene

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