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BIFUNCTIONAL CHIRAL AUXILIARIES .6. ALKYLATIONS OF ENOLATES DERIVED FROM 1,3-DIACYLIMIDAZOLIDINE-2-THIONES AMD 1,3-DIACYLIMIDAZOLIDIN-2-ONES

Abstract:

Sodium and potassium enolates of 1,3-diacylimidazolidin-2-ones undergo clean alkylation reactions with reactive alkyl halides; the latter enolates reacting generally more stereoselectively due, it is proposed, to the lower temperature at which the reactions proceed. The reactions are all stereoregular, with the diastereoisomeric identity of products being established unambiguously by the synthesis of (2S)-3-phenyl-2-methylpropan-1-ol. The sense of asymmetric induction in these reactions is co...

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Publication status:
Published

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Authors


MORTLOCK, A More by this author
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
5
Issue:
4
Pages:
585-606
Publication date:
1994-04-05
DOI:
EISSN:
1362-511X
ISSN:
0957-4166
URN:
uuid:4cbd842d-b829-4192-bef4-bf82d4f204ee
Source identifiers:
110870
Local pid:
pubs:110870
Language:
English

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