✦ LIBER ✦
Chiral α-methoxy-E-crotylboronates, reagents for stereoselective CC-bond formation under reagent control of diastereoselectivity
✍ Scribed by Reinhard W. Hoffmann; Stefan Dresely
- Book ID
- 104228008
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 240 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Tetrahedron
of the previously described a-chloro-E--_____ crotylboronate with lithium-methoxide in THF furnished the title compound 6 of 88 -94 % e.e. On addition to achiral aldehydes compldte transfer of chiral.ity was realized, resulting in the B-methyl-homoallyl alcohols 1 with a Z-configuration of tile enol-ether double bond. On reaction of 5 with chiral aldehydes excellent (matched pair) to good (mismatched pair) selectivities in favor of the stereotriades C or D respectively were realized.