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Asymmetric Synthesis of the Core of AMPTD, the Key Amino Acid of Microsclerodermins F-I.

ABSTRACT: We report a stereoselective synthesis of the five consecutive stereocenters of AMPTD in seven steps. Highlights include an Evans glycolate aldol reaction, the use of a Weinreb amide as an aldehyde masking group, and a Mannich reaction with an Ellman-type chiral sulfimine.

SUBMITTER: Burnett CM

PROVIDER: S-EPMC2828631 | biostudies-literature | 2009 Sep

REPOSITORIES: biostudies-literature

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Asymmetric Synthesis of the Core of AMPTD, the Key Amino Acid of Microsclerodermins F-I.

Burnett Cameron M CM Williams Robert M RM

Tetrahedron letters 20090901 39

We report a stereoselective synthesis of the five consecutive stereocenters of AMPTD in seven steps. Highlights include an Evans glycolate aldol reaction, the use of a Weinreb amide as an aldehyde masking group, and a Mannich reaction with an Ellman-type chiral sulfimine. ...[more]

PMID: 20191096

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