A Stereoselective Synthesis of Hydroxyethylene and erythro-Dihydroxyethylene Dipeptide Isosteres: A Facial Selective anti-Aldol Reaction

DOI: 10.1016/0040-4039(91)80205-K

Source and publish data:

Tetrahedron Letters p. 6507 - 6508 (1991)

Update date:2022-07-29

Topics:

Authors:

Rosenberg, Saul H.

Boyd, Steven A.

Mantei, Robert A.

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Article abstract of DOI:10.1016/0040-4039(91)80205-K

A Lewis-acid catalyzed anti-aldol reaction of aldehyde 4 afforded diol 6a (95percent de).Aminolysis of the corresponding β-lactone provided erythro-dihydroxyethylene dipeptide isostere 2 while the lactone-protected hydroxyethylene dipeptide isostere 3 was obtained through selective deoxygenation and acidic deprotection. Key words: hydroxyethylene isostere; anti-aldol; aspartic proteinase; renin inhibitor; facial selective

Full text of DOI:10.1016/0040-4039(91)80205-K

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