Base catalysed rearrangements of oxycope systems

Uma, R. ; Rajagopalan, K. ; Swaminathan, S. (1986) Base catalysed rearrangements of oxycope systems Tetrahedron, 42 (10). pp. 2757-2769. ISSN 0040-4020

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The synthesis and rearrangements of the chiral carbinols 8 and 9 are described. With KH-THF. both the carbinola gave optically active rearrangement products; with alkali in methanol, they gave optically inactive rearrangement products. The results are interpreted as favouring a concerted mechanism for the hydride catalysed rearrangements and a non-concerted mechanism for the rearrangements catalysed by alkali in methanol.

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Deposited On:12 Mar 2012 11:31
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