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Letter

Enantiocontrolled Synthesis of α-Methyl Amino Acids via Bn₂N-α-Methylserine-β-lactone^†

Supporting Info

Nicole D. Smith,* Aaron M. Wohlrab, and Murray Goodman^‡

Department of Chemistry, University of California, San Diego, La Jolla, California 92093

Org. Lett., 2005, 7 (2), pp 255–258

DOI: 10.1021/ol047761h

Publication Date (Web): December 23, 2004

†

The authors would like to dedicate this paper to the memory of Dr. Murray Goodman for a lifetime of achievements in bioorganic chemistry.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

‡

Deceased June 1, 2004.

, smithn@uchicago.edu

Abstract

Enantiocontrolled synthesis of α-methyl amino acids proceeds via the regioselective organocuprate opening of Bn₂N-α-methylserine-β-lactone. From this chiral intermediate, a wide variety of α-methyl amino acids and building blocks were synthesized in excellent yields.

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