Conformational Analysis and the Transition State in Asymmetric Reductions with Boranes Based on (+)-α-Pinene. 1. Benzaldehyde Reduction with Alpine Borane and Other B-Alkyl-9-borabicyclo[3.3.1]nonanes. A Semiempirical Study-Reference-Cited by-同舟云学术

Conformational Analysis and the Transition State in Asymmetric Reductions with Boranes Based on (+)-α-Pinene. 1. Benzaldehyde Reduction with Alpine Borane and Other B-Alkyl-9-borabicyclo[3.3.1]nonanes. A Semiempirical Study

Published:1996-01-01 Issue:4 Volume:61 Page:1341-1346
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Rogic Milorad M.¹

Affiliation:

1. Molecular Modeling Research Institute, St. Louis, Missouri 63131

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo9520046

Reference36 articles.

1. Preparation of optically active benzyl-.alpha.-d alcohol via reduction by B-3.alpha.-pinanyl-9-borabicyclo[3.3.1]nonane. A new highly effective chiral reducing agent

2. Chiral trialkylborane reducing agents. Preparation of 1-deuterio primary alcohols of high enantiomeric purity

3. Kinetics of reductions of substituted benzaldehydes with B-alkyl-9-borabicyclo[3.3.1]nonane (9-BBN)

4. The reaction of B-alkyl-9-borabicyclo[3.3.1]nonanes with aldehydes and ketones. A facile elimination of the alkyl group by aldehydes

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1. 3.22 Chiral Ligation for Boron and Aluminum in Stoichiometric Asymmetric Synthesis;Comprehensive Chirality;2012

2. Computational and experimental structure–reactivity relationships: evidence for a side reaction in Alpine-Borane reductions of d-benzaldehydes;Tetrahedron Letters;2009-12

3. New Direct 11B NMR-Based Analysis of Organoboranes through Their Potassium Borohydrides;The Journal of Organic Chemistry;2003-05-14

4. Redução de amidas por boranos;Química Nova;2002-05

5. How Borane Reagents Based on α-Pinene Control Stereoselectivity in the Reductions of Carbonyl Groups with Different Stereogenic Elements. 3. The Effect of the Relative Size and Conformation of the Carbonyl Substituents on the Stereoselectivity of the Ipc2BCl, Eap2BCl, B-t-Bu-IpcBCl, and B-t-Bu-EapBCl Reagents. A Semiempirical Study;The Journal of Organic Chemistry;2000-09-27