𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Asymmetric synthesis of proline and pipecolic acid phosphorous analogues using enantioselective deprotonation–carboxylation reactions

✍ Scribed by Shū Kobayashi; Nobuyuki Shiraishi; William W.-L Lam; Kei Manabe

Book ID
104231557
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
61 KB
Volume
42
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

The first synthesis of an optically active 1-phenylphospholane-2-carboxylic acid-borane complex and a 1-phenylphosphorinane-2-carboxylic acid-borane complex, which are proline and pipecolic acid phosphorous analogues, has been accomplished. The key to the synthesis is the enantioselective deprotonation accompanied with diastereoselective carboxylation.

📜 SIMILAR VOLUMES

ChemInform Abstract: Enantioselective To
ChemInform Abstract: Enantioselective Total Synthesis of Biologically Active Natural Products Using Proline-Catalyzed Asymmetric Aldol Reactions
✍ Yoshiyuki Komatsu; Hideaki Ikishima; Atsushi Okuyama; Mutsumi Nakamura; Hiyoshiz 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 15 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 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

1,3-Asymmetric induction in dianionic al
1,3-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful enantiopure glutamates, pipecolates and pyroglutamates
✍ Stephen Hanessian; Roberto Margarita 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 255 KB

Dianions derived from N-Cbz and N-Boc glutamic acid esters undergo highly stereoselective anti allylation reactions at C-4. The roles of protecting groups and of the electrophile were studied. Synthetic applications and potential utility in peptidomimetic design are also described.