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  • Validity of inorganic nanosheets as an efficient planar substituent to enhance the enantioselectivity of transition-metal-catalyzed asymmetric synthesis.

Validity of inorganic nanosheets as an efficient planar substituent to enhance the enantioselectivity of transition-metal-catalyzed asymmetric synthesis.

Chemistry (Weinheim an der Bergstrasse, Germany) (2013-07-25)
Li-Wei Zhao, Hui-Min Shi, Zhe An, Jiu-Zhao Wang, Jing He
ABSTRACT

Effectively enhancing the enantioselectivity is a persistent challenge in heterogeneous asymmetric catalysis. Here, the validity of a layered double hydroxides (LDH) nanosheet as an efficient planar substituent to enhance the enantioselectivity has been investigated theoretically; first in vanadium-catalyzed asymmetric epoxidation of allylic alcohols, and then in zinc-catalyzed direct asymmetric aldol addition. The computational predication is further confirmed experimentally in zinc-catalyzed direct asymmetric aldol addition by controlling the location of catalytic sites.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Vanadium, powder, −325 mesh, 99.5% trace metals basis
Sigma-Aldrich
Vanadium, foil, thickness 0.127 mm, 99.7% trace metals basis
Sigma-Aldrich
Allyl alcohol, ≥99%
Sigma-Aldrich
Allyl alcohol, ≥98.5%
Sigma-Aldrich
Allyl alcohol, ≥98.5%