𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Cyclopropanes from olefins and lithium carbenoids

✍ Scribed by Ulrich Burger; Rolf Huisgen

Book ID
104249185
Publisher
Elsevier Science
Year
1970
Tongue
French
Weight
152 KB
Volume
11
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Metal carbenoida are more appropriate reagent6 for the convereion of alkenee to cyclopropanee then the unselective free Cl%2 with ita tendency for CHineertion (1). Halomethyllithiur has not been ueed exteneively for thie purpose. Thie reagent, generated from dibromomethane and methyllithium in ether, convert6 cyclohexene to only 4% norcarane (2-4) and etyrene into 1.3% phenylcyclopropene. Chloromethyllithium in tetrahydrofuran is not capable of ~cyclopropanation" (6).

After reacting butyllithium with dibooromethaae and cyclbhexeae in a 1:2:2 ratio in hexane at O", the l nalyeie by vpc using a capillary column ehowed 13s norcarane (1) and 1s ethylene; homologous l lkyl broridee were the main product (7). The isolation of f by preparative vpc confirmed itm identity

πŸ“œ SIMILAR VOLUMES

Lithium Carbenoids
Lithium Carbenoids
✍ Manfred Braun πŸ“‚ Article πŸ“… 2005 πŸ› John Wiley and Sons βš– 8 KB
On the Mechanism and Stereochemistry of
On the Mechanism and Stereochemistry of Chiral Lithium-Carbenoid-Promoted Cyclopropanation Reactions
✍ Zhuofeng Ke; Yubing Zhou; Hui Gao; Cunyuan Zhao; Davidβ€…Lee Phillips πŸ“‚ Article πŸ“… 2007 πŸ› John Wiley and Sons 🌐 English βš– 273 KB πŸ‘ 1 views

## Abstract An investigation into the mechanism and stereochemistry of chiral lithium‐carbenoid‐promoted cyclopropanation reactions by using density functional theory (DFT) methods is reported. Previous work suggested that this type of cyclopropanation reaction may proceed by competition between a

A novel route to cyclopropanes from olef
A novel route to cyclopropanes from olefins
✍ Junji Furukawa; Nariyoshi Kawabata; Jun Nishimura πŸ“‚ Article πŸ“… 1966 πŸ› Elsevier Science 🌐 French βš– 60 KB