Both the (Z)-and the (E)-y-alkoxy-substituted allylboronates 1 and 3 have been prepared. They add to aldehydes with a diastereoselectivity generally exceeding 90% to give the syn-(2) and anti-diol derivatives 4, respectively. The structure of one of these adducts has been established by conversion i
Stereoselective Syntheses of Alcohols, XXI. Addition of γ-Methoxycrotylboronates to Aldehydes
✍ Scribed by Hoffmann, Reinhard W. ;Metternich, Rainer
- Publisher
- John Wiley and Sons
- Year
- 1985
- Tongue
- English
- Weight
- 763 KB
- Volume
- 1985
- Category
- Article
- ISSN
- 0947-3440
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## Kctone -derived en01 borates, wrpwidly those having a 4,433-tetramethyCi,3,2dioxaborolane unit, are stable compounds, which have been prepared either by borylation of lithium d t e s or by oxidation of vinylboronates. These E-or Z-enol boram add to aldehydes in a stereoconvergent reaction leadi
Reagent control of stereoselectivity / Z-Enol ether, formation of / Allylboronates, addition to aldehydes a C p h a O X p (4) & U-i.l&lOXy~O@bO~n8t& @) l b m the ccchtorocrotylboronates 1. Addith of the phenoxy compound to aldohydes gave the homoallyl alcohols !5/6 as Z/E mixtweq addition of the met