Superior chiral retention with lithium amide in cyanomethylation of N,N- dibenzyl L-phenylalanine benzyl ester

Article abstract of DOI:10.1080/00397910008087109

Lithium amide is shown to give better retention of chirality over sodium amide in the nucleophilic addition of acetonitrile to N,N-dibenzyl L- phenylalanine benzyl ester. Solvent effect is obvious in the case of sodium amide.

Full text of DOI:10.1080/00397910008087109

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Superior Chiral Retention
with Lithium Amide in
Cyanomethylation of N,N-
Dibenzyl L-Phenylalanine
Benzyl Ester
Sou-Jen Chang a & Timothy L. Stuk b
a Chemical and Agricultural Product Division Abbott
Laboratories, 1401 Sheridan Rd. D-54P, North
Chicago, IL, 60064-4000
b Chemical Development, Parke-Davis
Pharmaceutical Research, 188 Howard Ave.,
Holland, MI, 49424
Version of record first published: 04 Dec 2007.
To cite this article: Sou-Jen Chang & Timothy L. Stuk (2000): Superior Chiral
Retention with Lithium Amide in Cyanomethylation of N,N-Dibenzyl L-Phenylalanine
Benzyl Ester, Synthetic Communications: An International Journal for Rapid
Communication of Synthetic Organic Chemistry, 30:5, 955-961
To link to this article: http://dx.doi.org/10.1080/00397910008087109
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