๐”– Bobbio Scriptorium
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Dichlorocarbene cyclopropanation of allylic alcohols

โœ Scribed by Fariborz Mohamadi; W.Clark Still

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
170 KB
Volume
27
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Dichlorocarbene reacts with secondary allylic alcohols to form largely a single diastereomeric cyclopropane regardless of the olefin substitution pattern at the position beta to the carbinol carbon.

๐Ÿ“œ SIMILAR VOLUMES

Magnesium promoted cyclopropanation reac
Magnesium promoted cyclopropanation reactions of allylic alcohols
โœ Carsten Bolm; Doris Pupowicz ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 205 KB

Treatment of allylic alcohols 1 with various magnesium reagents in the presence of alkyl dihalides affords the corresponding cyclopropyl alcohols 2. Reactions occur under mild conditions, and excellent diastereoselectivities have been achieved.

Catalytic enantioselective cyclopropanat
Catalytic enantioselective cyclopropanation of allylic alcohols using recyclable fluorous disulfonamide ligand
โœ Tsuyoshi Miura; Keisuke Itoh; Yumi Yasaku; Naka Koyata; Yasuoki Murakami; Nobuyu ๐Ÿ“‚ Article ๐Ÿ“… 2008 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 162 KB

Cyclopropanation of allylic alcohols with Et 2 Zn and CH 2 I 2 in the presence of a catalytic amount of fluorous disulfonamide 3 afforded the corresponding cyclopropylmethanols in 69-96% yield with 49-83% ee. The fluorous ligand 3 was readily recovered from the reaction mixture by the fluorous solid