A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-( R , R )-Et-DuPhos]BF 4 catalyst. The synthe...

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Published inBeilstein journal of organic chemistry Vol. 7; no. 1; pp. 243 - 245
Main Authors Sammet, Benedikt, Brax, Mathilde, Sewald, Norbert
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut 22.02.2011
Subjects
amino acid
asymmetric hydrogenation
Chemistry
cryptophycin
DuPhos
Full Research Paper
amino acid
DuPhos
cryptophycin
asymmetric hydrogenation
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Summary:A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-( R , R )-Et-DuPhos]BF 4 catalyst. The synthetic route provides the advantage of less synthetic steps, proceeds with high yields and enantioselectivity, and avoids hazardous reaction conditions.
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ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.7.32