An unexpected reversal of stereochemistry in a modification of the rychnovsky cyanohydrin alkylation

Alkylation of cyanohydrin 1,3-acetonides with unsaturated substitution at the 2-position is described. The stereochemistry of the products obtained from this reaction was opposite to that anticipated. Alkylation of cyanohydrin 1,3-acetonides with unsaturated substitution at the 2-position is describ...

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Bibliographic Details
Published inTetrahedron letters Vol. 35; no. 41; pp. 7601 - 7604
Main Authors Brzezinski, Linda Joy, Levy, Dinah D., Leahy, James W.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.10.1994
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
POTENT INHIBITOR
1,3-DIOL ACETONIDES
POLYOLS
SQUALENE SYNTHASE
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Summary:Alkylation of cyanohydrin 1,3-acetonides with unsaturated substitution at the 2-position is described. The stereochemistry of the products obtained from this reaction was opposite to that anticipated. Alkylation of cyanohydrin 1,3-acetonides with unsaturated substitution at the 2-position is described. The stereochemistry of the products obtained from this reaction was opposite to that anticipated.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)78353-5