Allylsilanes in organic synthesis; double asymmetric induction in the dihydroxylation of a chiral allylsilane.
โ Scribed by Richard A. Ward; Garry Procter
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 265 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Double asymmetric induction has been used to increase the diastereoselectivity of the dihydroqlation of the allylsilane +(II) wing dihydroquinidim p-chlorobenmate AS catalyst.
๐ SIMILAR VOLUMES
The ester-allylsilanes ( 5) and ( 6) and the acid-allylsilane (7) react stereoselectively with m-CPBA; the major product from ( 5) and ( 7) was the y-lactone (4), whereas (6) failed to undergo lactonisation, the major product in this case was the P,wpoxy-silane (12).
A new double asymmetric induction in carbon-carbon bond formation is -achieved by the use of palladium chiral complexes in the alkylation of chiral Schiff bases1 derived from glycine. High diastereoisomeric excesses are obtained (90-999) using N.N-cyclohexylsulfamoylisobornyl derivatives and DIOP as