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 in | Beilstein journal of organic chemistry Vol. 7; no. 1; pp. 243 - 245 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Germany
Beilstein-Institut
22.02.2011
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| Subjects | |
| Online Access | Get full text |
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| Abstract | 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. |
|---|---|
| AbstractList | 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]BF4 catalyst. The synthetic route provides the advantage of less synthetic steps, proceeds with high yields and enantioselectivity, and avoids hazardous reaction conditions. 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. 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.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. 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. |
| Author | Sammet, Benedikt Brax, Mathilde Sewald, Norbert |
| AuthorAffiliation | 1 Bielefeld University, Department of Chemistry, Organic and Bioorganic Chemistry, Universitätsstraße 25, 33615 Bielefeld, Germany |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/21448253$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1021_acs_joc_1c01571 crossref_primary_10_3762_bjoc_14_109 crossref_primary_10_1016_j_bmc_2017_12_006 crossref_primary_10_1016_j_tetlet_2012_10_078 crossref_primary_10_3762_bjoc_8_231 crossref_primary_10_1039_c3np70022d crossref_primary_10_1080_17415993_2014_946506 |
| Cites_doi | 10.1038/nature08484 10.1021/jo101563s 10.1002/ejoc.200400558 10.1055/s-2006-950332 10.1021/ol1000473 10.1055/s-1992-26143 10.1021/ja00075a031 10.1021/jo00232a016 10.1021/ol0609356 10.1021/ja00114a011 10.1021/ja00090a020 10.1021/ol100663y 10.1021/cr050580o 10.1039/b510761j |
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| Title | A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation |
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