Synthesis of a key intermediate for Thienamycin and Imipenem through stereoselective two-direction elongation of asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA*)

Tetrahedron Letters

Volumn 37, Issue 4, 1996, Pages 521-524

  Banfi, Luca ^a   Guanti, Giuseppe ^a   Zannetti, Maria Teresa ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

IMIPENEM; THIENAMYCIN;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030050191     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02177-9     Document Type: Article

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22. This fact stems from the high number of variables that can be chosen en route from BHYMA* to 4 (or its stereoisomers). For a deeper explanation of all these possibilities, see ref. 5. It is worth noting that in ref. 5 we have already prepared compounds with the same relative configuration of 4, by employing two routes alternative to the one shown in Scheme 2. Though satisfactory, these two ways were some way less efficient than the one here presented, for a lower overall stereoselectivity, and for the higher number of steps.
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