Published TCIMAIL newest issue No.197
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Horner-Wadsworth-Emmons Reagents [Olefination]
Horner-Emmons reagents are efficient olefinating reagents for the preparation of α-β-unsaturated esters. Generally, their reaction with aldehydes affords the E-isomer of the related olefins preferentially. So, to obtain the E-isomer selectively, it is required to investigate the reaction conditions and other effective olefinating reagants.
Ando had studied the Z-preferential Horner-Emmons reaction on the basis of detailed analysis of its reaction mechanism, and resultantly it was found that the Z-isomer of α-β-unsaturated esters was given with high stereoselectively by use of ethyl (diaryl)phosphonoacetates as olefinating reagents.1) In this synthetic method, quaternary ammonium hydroxides stable to water are available as a base, and it doesn’t require any special experimental-equipment/-technique. In addition, this method gives Z-α-β-unsaturated esters with extremely high stereoelectivity, so ethyl (diaryl)phosphonoacetates are the practical Horner-Emmons reagents.
Ando had studied the Z-preferential Horner-Emmons reaction on the basis of detailed analysis of its reaction mechanism, and resultantly it was found that the Z-isomer of α-β-unsaturated esters was given with high stereoselectively by use of ethyl (diaryl)phosphonoacetates as olefinating reagents.1) In this synthetic method, quaternary ammonium hydroxides stable to water are available as a base, and it doesn’t require any special experimental-equipment/-technique. In addition, this method gives Z-α-β-unsaturated esters with extremely high stereoelectivity, so ethyl (diaryl)phosphonoacetates are the practical Horner-Emmons reagents.
| Product Number | B1714 |
| CAS RN | 88738-78-7 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | B1781 |
| CAS RN | 5324-30-1 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | B5094 |
| CAS RN | 62327-21-3 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | D3069 |
| CAS RN | 1067-87-4 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | D3080 |
| CAS RN | 3095-95-2 |
| Purity / Analysis Method: | >95.0%(T) |
| Product Number | D3174 |
| CAS RN | 1067-71-6 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | D3875 |
| CAS RN | 189099-56-7 |
| Purity / Analysis Method: | >95.0%(T) |
| Product Number | D4000 |
| CAS RN | 1145-93-3 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | D4244 |
| CAS RN | 36969-89-8 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | D4434 |
| CAS RN | 1186-10-3 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | F0340 |
| CAS RN | 2356-16-3 |
| Purity / Analysis Method: | >95.0%(GC) |
| Product Number | O0208 |
| CAS RN | 4202-14-6 |
| Purity / Analysis Method: | >95.0%(GC) |
Product Number: B1714 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: B1781 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: B5094 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: D3069 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: D3080 |
Purity / Analysis Method:
>95.0%(T)
Product Number: D3174 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: D3875 |
Purity / Analysis Method:
>95.0%(T)
Product Number: D4000 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: D4244 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: D4434 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: F0340 |
Purity / Analysis Method:
>95.0%(GC)
Product Number: O0208 |
Purity / Analysis Method:
>95.0%(GC)
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