✦ LIBER ✦

The stereoselective crotylboration of alpha-oxocarboxylic acids

✍ Scribed by Zhe Wang; Xian-Jun Meng; George W. Kabalka

Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 200 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93527-5

No coin nor oath required. For personal study only.

✦ Synopsis

Crotylboronates react with alpha-oxocarboxylic acids in a highly stereocontrolled manner. The reaction presumably proceeds through a bicyclic transition state. The alpha-carboxylic substituent exerts a remarkable effect on the rate, regio-and stereoselectivities of the reaction; homoallylic alphahydroxycarboxylic acids are formed with regio-and stereoselectivities approach 100%.

📜 SIMILAR VOLUMES

The addition of allylboronates to alpha-

The addition of allylboronates to alpha-oxocarboxylic acids

✍ Zhe Wang; Xian-Jun Meng; George W. Kabalka 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 216 KB

Stereoselective allyl- and crotylboratio

Stereoselective allyl- and crotylboration of alpha-hydroxyketones via neighboring group control

✍ Zhe Wang; Xian-Jun Meng; George W. Kabalka 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 123 KB

Stereoselective Synthesis of the C7—C21

Stereoselective Synthesis of the C7—C21 Segment of Epothilone A via Asymmetric Alkoxyallyl- and crotylboration.

✍ P. Veeraraghavan Ramachandran; Bodhuri Prabhudas; Debarshi Pratihar; J. Subash C 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 62 KB

Stereoselective synthesis of the C7C21

Stereoselective synthesis of the C7C21 segment of epothilone A via asymmetric alkoxyallyl- and crotylboration

✍ P.Veeraraghavan Ramachandran; Bodhuri Prabhudas; Debarshi Pratihar; J.Subash Cha 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 272 KB

The synthesis of the C 7 C 21 fragment of epothilone A involving asymmetric alkoxyallyl-and crotylboration using a-pinene-derived reagents is described.

ChemInform Abstract: The Efficient Allyl

ChemInform Abstract: The Efficient Allylations of 2-Oxocarboxylic Acids. Synthesis of 2-Allyl Derivatives of 2-Hydroxycarboxylic Acids.

✍ Subodh Kumar; Pervinder Kaur; Swapandeep Singh Chimni 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB

Ab initio and Density Functional Calcula

Ab initio and Density Functional Calculations on the Ring-Chain Tautomerism of γ-Oxocarboxylic Acids

✍ Walter M. F. Fabian; Keith Bowden 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 275 KB 👁 1 views