Volume 24, Issue 14
Preparative Organic Chemistry
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ChemInform Abstract: Syntheses of Racemic and Both Chiral Forms of Cyclopropane-1,2-d2 and Cyclopropane-1-13C-1,2,3-d3.

J. E. BALDWIN

J. E. BALDWIN

Dep. Chem., Syracuse Univ., Syracuse, NY 13244, USA

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S. J. CIANCIOSI

S. J. CIANCIOSI

Dep. Chem., Syracuse Univ., Syracuse, NY 13244, USA

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First published: April 6, 1993

Abstract

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ChemInform Abstract

The racemic and both chiral forms of title compounds such as (II) are prepared through sequences based on trans-1,2-bis-(methoxycarbonyl) cyclopropanes such as (I). The synthesis of these diesters in racemic form (with the corresponding labeling patterns) is described. Optical resolution is achieved via selective hydrolysis of one ester group by pig liver esterase followed by chromatographic separation of the diastereomeric amides prepared from (R)-2-phenylglycinol.

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