The chiral reagents (+)-and (-)-Ipc)2BOTf, in the presence of Et3N, are used to control the aldol condensation reactions of chiral ethylketone 5 with prochiral aldehydes. The SS isomer, 6 or 8, or SA isomer, 7 or 9, is then formed in >99% ee and with up to 93% diastereoselectivity. The use of chira
✦ LIBER ✦
Aldol condensations of chiral α-haloimidates. A chiral darzens condensation procedure.
✍ Scribed by Ahmed Abdel-Magid; Ivan Lantos; Lendon N. Pridgen
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 214 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Sumunary: --_-Enantiomerically pure benzyl cis-a,B-epoxycarboxylates were prepared by a modified Darsens procedure utilizing aldx condensation reactions of chiral a-haloimidates with various aldehydes.
A unique chirality reversal was observed using Zincenolates.
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