Chelation Control of Enolate Geometry. Acyclic Diastereoselection via the Enolate Claisen Rearrangement

DOI: 10.1021/jo00174a013

Source and publish data:

Journal of Organic Chemistry p. 5221 - 5228 (1983)

Update date:2022-08-05

Topics:

Authors:

Burke, Steven D.

Fobare, William F.

Pacofsky, Gregory J.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00174a013

The Ireland-Claisen rearrangements of a variety of O-protected allylic glycolate esters are described.Vicinal diastereoselectivities ranging from 7.2:1 to >20:1 were observed, indicating that chelation control of enolate geometry is operational in the con

Full text of DOI:10.1021/jo00174a013

Products guided by the article

Product name:(R*,R*)-α-(benzyloxy)-β-methyl-δ-valerolactone

Cas No:87763-78-8

R&D Labs maybe for 87763-78-8

Nanjing Legend Pharmaceutical & Chemical Co., Ltd.

Contact:+86-25-83767696

Address:14-7 Zhongshan Lu Guluo District, Nanjing
NINGBO PANGS CHEM INT’L CO., LTD.

Contact:+86-0574-27666801

Address:Floor 21, Building 11, Xintiandi, No. 689, Shijiroad, Ningbo, Zhejiang, China
Shanghai AoBo Bio-Pharmaceutical Technology Co., Ltd.

Contact:+86-21-51320130-801, 816

Address:Room 601, No. 1011, Halei Road, Zhangjiang High-Tech Park, Pudong, Shanghai
hangzhou verychem science and technology co.ltd

website:http://www.verypharm.com

Contact:+86-571-88162785; 88162786

Address:F1502, 753 Shenhua road, Hangzhou, China
HEZE KINGVOLT CHEMICAL CO., LTD

Contact:86-573-82118911

Address:Juancheng Industry Park

Relevant to this article

OXIDATIVE N-CYANATION OF ALIPHATIC AMINES

Doi:10.1007/BF00954396
(1983)
Femtosecond dynamics of dioxygen - picket-fence cobalt porphyrins: Ultrafast release of O₂ and the nature of dative bonding

Doi:10.1002/(SICI)1521-3773(20000103)39:1<257::AID-ANIE257>3.0.CO;2-3
(2000)
Cobalt(diamine)-catalyzed cross-coupling reaction of alkyl halides with arylmagnesium reagents: Stereoselective constructions of arylated asymmetric carbons and application to total synthesis of AH13205

Doi:10.1021/ja057560o
(2006)
Studies in Decarboxylation. Part 16. Steric Inhibition of Resonance in a 1,5-Sigmatropic Reaction

Doi:10.1039/P29830001311
(1983)
A silicon–carbonyl complex stable at room temperature

Doi:10.1038/s41557-020-0456-x
(2020)
Beckmann rearrangement of 3-aza-A-homo-4α-androsten-4,17-dione oxime and 3-oxo-13α-amino-13,17-seco-4-androsten-17-oic 13,17-lactam oxime

Doi:10.1002/jhet.5570200449
(1983)

Article Doi