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A general, efficient, convenient synthesis of chiral bis(terpenyl)haloborane reagents, valuable for asymmetric synthesis via organoboranes

โœ Scribed by Ulhas P. Dhokte; Raman Soundararajan; P.Veeraraghavan Ramachandran; Herbert C. Brown


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
214 KB
Volume
37
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES


Chiral synthesis via organoboranes. 25.
โœ Herbert C. Brown; Ramnarayan S. Randad ๐Ÿ“‚ Article ๐Ÿ“… 1990 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 351 KB

The asymmetric crotylboration of representative aldehydes, RCHO (R = Me, Et-), with B-[Z and El-crotylbis@isocaranyl)boranes (4 and 5) proceeds with remarkably high enantioselectivity (>94-98% ee) and diastereoselectivity (>99% de) at -78 Oc in ethyl ether.

Chiral synthesis VIA organoboranes. 26.
โœ Herbert C. Brown; Ramnarayan S. Randad ๐Ÿ“‚ Article ๐Ÿ“… 1990 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 788 KB

Preparahon of B-isoprenyldialkylboranes is achieved by adopting the Brandsma modification of the Schlosser procedure, namely metallation of isoprene with potassium 2,2,5,5tetramethylpiperidide followed by sequential treatment with B-methoxydialkylborane and boron trifluoride-etherate. These reagent