Alkylation of enaminothiones: what causes the observed stereoselectivity?

Patkar, Laxmikant N. ; Rakeeb, Abdul ; Deshmukh, A. S. ; Rajappa, Srinivasachari (1995) Alkylation of enaminothiones: what causes the observed stereoselectivity? Tetrahedron, 36 (51). pp. 9373-9376. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4039(95)01989-U

Abstract

Alkylation of the enaminothiones 1 and 5 in the presence of base leads to the products 2 and 6 with preponderant or exclusive Z- configuration about the C=C. Acid catalysed equilibration of 2 leads to a mixture in which the E- isomer predominates, whereas in the case of 6, the Z- form appears to be the thermodynamically favoured one.

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Deposited On:23 Jul 2011 07:19
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