𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Quantum chemical study on enantioselective reduction of aromatic ketones catalyzed by chiral cyclic sulfur-containing oxazaborolidines. Part 2. Structures of catalyst–borane–ketone adducts

✍ Scribed by Ming Li; Rugang Xie; Shuanghe Tian; Anmin Tian

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
193 KB
Volume
78
Category
Article
ISSN
0020-7608

No coin nor oath required. For personal study only.

✦ Synopsis

In the present paper, the ab initio molecular orbital method is employed to study the structures of the adducts of borane and aromatic ketone to chiral cyclic sulfur-containing oxazaborolidine used as a catalyst in the enantioselective reduction of aromatic ketone. The catalyst-borane-ketone adducts have four different structures. All the structures are optimized completely by means of the Hartree-Fock method at 6-31g * basis sets. The structure which is of the greatest advantage to a hydride transfer from the borane moiety to the carbonyl carbon of aromatic ketone is the one with the next lowest formation energy, and the plausible transition state for the hydride transfer is predicted to be of a twisted boat structure.

📜 SIMILAR VOLUMES

Quantum chemical study on enantioselecti
Quantum chemical study on enantioselective reduction of aromatic ketones catalyzed by chiral cyclic sulfur-containing oxazaborolidines. Part 3. Structures of catalyst–alkoxyborane adducts
✍ Ming Li; Rugang Xie; Xairong Hu; Anmin Tian 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 174 KB 👁 2 views

The chiral cyclic sulfur-containing oxazaborolidine catalyst reacts with aromatic ketone in the presence of borane to form the catalyst-alkoxyborane adduct with a B-O-B-N four-membered ring. The ab initio molecular orbital method is employed to study the structures of the catalyst-alkoxyborane adduc

Quantum chemical study on enantioselecti
Quantum chemical study on enantioselective reduction of aromatic ketones catalyzed by chiral cyclic sulfur-containing oxazaborolidines. Part 1. Structures and properties of catalysts
✍ Ming Li; Rugang Xie; Changwei Hu; Xin Wang; Anmin Tian 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 174 KB 👁 1 views

The ab initio molecular orbital method is employed to study the structures and properties of chiral cyclic sulfur-containing oxazaborolidine, as a catalyst, and its borane adducts. All the structures are optimized completely by means of the Hartree-Fock method at 6-31g \* basis sets. The catalyst is

Quantum chemical study on enantioselecti
Quantum chemical study on enantioselective reduction of keto oxime ether with borane catalyzed by oxazaborolidine. Part 1. Structures of catalyst–borane–keto oxime ether adducts
✍ Ming Li; Wenxu Zheng; Feng Yang; Anmin Tian 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 267 KB 👁 2 views

In the present work, quantum chemical computations of the enantioselective reduction of keto oxime ether with borane catalyzed by chiral oxazaborolidine are performed by means of the Hartree-Fock and the density functional methods. The structures of oxazaborolidine, oxazaborolidine-borane adduct, an