Gurjar, Mukund K. ; Bhanu, Manjunath N. ; Khare, Vivek B. ; Bhandari, Ashok ; Deshmukh, Madhusudhan N. ; Rama Rao, A. V. (1991) 1β-methylthienamycin: some stereocontrolled approaches towards the key intermediate Tetrahedron, 47 (34). pp. 7117-7128. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(01)96165-4
Abstract
Two stereocontrolled approaches towards a precursor of 1 β-methylthienamycin, have been accomplished by involving stereospecific hydrogenation of 13 and stereoselective hydroboration oxidation of 9. The latter compounds were obtained from the easily accessible chiral building block 7. The hydroboration-oxidation approach was extended to 18 in which the optically active 1R-(1-hydroxy ethyl) side-chain was incorporated. The highly stereoselective hydroboration-oxidation reaction of 9 is explained by considering Houk's models.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | 1β-Methylthienamycin; Carbapenem Antibiotics; Stereospecific Hydrogenation; Stereoselective Hydroboration; Allylic Hydroxylation |
| ID Code: | 38942 |
| Deposited On: | 05 May 2011 11:24 |
| Last Modified: | 11 Jul 2012 03:43 |
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