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Journal of Zhejiang University SCIENCE B 2005 Vol.6 No.6 P.606~610


Quantum chemical study on asymmetric allylation of benzaldehyde in the presence of chiral allylboronate

Author(s):  CHEN Wan-suo, CHEN Zhi-rong

Affiliation(s):  Center of Unilab Chemical Engineering Reaction & Department of Chemical Engineering, Zhejiang University, Hangzhou 310027, China

Corresponding email(s):   wansuochen@yahoo.com.cn

Key Words:  Benzaldehyde, Asymmetric allylation, DFT

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CHEN Wan-suo, CHEN Zhi-rong. Quantum chemical study on asymmetric allylation of benzaldehyde in the presence of chiral allylboronate[J]. Journal of Zhejiang University Science B, 2005, 6(6): 606~610.

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T1 - Quantum chemical study on asymmetric allylation of benzaldehyde in the presence of chiral allylboronate
A1 - CHEN Wan-suo
A1 - CHEN Zhi-rong
J0 - Journal of Zhejiang University Science B
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DOI - 10.1631/jzus.2005.B0606

The quantum chemical method is employed to study the modified asymmetric allylation of benzaldehyde controlled by diisopropyl D-(-)-tartrate auxiliary. All the structures are optimized completely at the B3LYP/6-31G(d,p) level. The (R)-secondary alcohol can be achieved mainly through a six-membered ring chair-like transition state structure. From the relative reaction rates theory the main product configuration predicted is in agreement with the experiment result.

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