Methods of Non-a-Amino Acid Synthesis, 2nd Edition

85Enolate Anion and Related Reactions

4.4 MUKAIYAMA TYPE CONDENSATIONS

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Although no examples are presented in this chapter that prepare amino acids via a

direct aldol condensation, examples will be presented in connection with the synthe-

sis of statine (see Chapter 6, Section 6.6). However, the Mukaiyama aldol reaction

(or just the Mukaiyama reaction) has been used for the synthesis of amino acids, and

this variation of the aldol is discussed because there are reactions with molecules

that contain an amine surrogate.

Silyl enol ethers react with imines under Mukaiyama conditions

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to give amino-

esters. The reaction of 64 with imine 65, for e ...