Related Experiment Video
Updated: Feb 11, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
Published on: November 2, 2011
Highly Enantio- and Diastereoselective Synthesis of 2-Substituted 1-Bicyclo[3.1.0]hexanols
Ryo Mizojiri1, Hirokazu Urabe1, Fumie Sato1
1Department of Biomolecular Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501 (Japan), Fax: (+81) 45-924-5826.
Abstract:
Useful intermediates in organic synthesis, optically active bicyclic cyclopropanols were difficult to prepare by existing methods. They can now be readily synthesized with high enantio- and diastereoselectivity from Oppolzer's N-acylcamphorsultams and [Ti(OiPr)2 (η2 -propene)] [Eq. (a)]. R=alkyl, alkenyl, benzyl, alkoxyalkyl, alkylsiloxyalkyl.
Related Concept Videos
Predicting Products: SN1 vs. SN2
With increased substitution on the alkyl halide,...
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Trigonometric Substitution

