𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Highly stereoselective synthesis of erythro-α, β-epoxy alcohols by the reduction of α, β-epoxy ketones with zinc borohydride

✍ Scribed by Tadashi Nakata; Tadasu Tanaka; Takeshi Oishi

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
253 KB
Volume
22
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Erythro-a, B-epoxy alcohols were prepared in high stereoselectivity by zinc borohydride reduction of the corresponding a, B-epoxy ketones regardless of the substituents on the epoxide ring. Epoxidation of the ally1 alcohols (L) with tert-butyl hydroperoxide catalyzed by VO(acac)2 was reported to give the corresponding erythro-a, B-epoxy alcohols (a, a useful synthon for the syntheses of polyoxo macrolide antibiotics, in high stereoselectivity.' The same erythroa, D-epoxy alcohols (3 can also be obtained by NaBH4 reduction of the corresponding a, B-epoxy

📜 SIMILAR VOLUMES

The reaction of trialkylstannylmethyllit
The reaction of trialkylstannylmethyllithium with α,β-epoxy ketones. A preparative method of β, γ-unsaturated ketones by homologation of α, gb-unsaturated ketones
✍ Tadashi Sato; Toshihiro Kikuchi; Norio Sootome; Eigoro Murayama 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 224 KB

a,@-Epoxy ketones 2\_, upon treatment with two equivalents of trialkylstannylmethyllithium 1, afforded cyclopropanols 2 as a single product in acyclic system, and a mixture of cyclopropanols 2 and methylene 1,2-diols 2 in cyclic system. Under acidic conditions, the cyclopropanols gave p,y-unsaturate

ChemInform Abstract: Zinc Borohydride Re
ChemInform Abstract: Zinc Borohydride Reduction of α-Amino Ketones: A Highly Diastereoselective Synthetic Route to anti-γ-Hydroxy-β-amino Alcohols.
✍ Saumitra Sengupta; Debasis Das; Somnath Mondal 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v