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Front Cover Picture: Stereoselective Synthesis of N ‐Propargyl Alkynes and Axial Chiral N ‐Allenes with Epimeric Pyrroloimidazolone Auxiliaries (Adv. Synth. Catal. 20/2020)
Author(s) -
Sechi Maria Laura,
Andrade Mateo,
Foy Hayden,
Pilkington Melanie,
Dudding Travis,
Metallinos Costa
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001109
Subject(s) - chemistry , propargyl , stereoselectivity , enantiomer , alkylation , stereochemistry , catalysis , organic chemistry
The front cover picture , provided by Dudding, Metallinos and co‐workers, illustrates that N ‐propargyl derivatives of L‐proline hydantoin participate in reactions that can be driven in several directions (even in reverse!). For example, opposite enantiomers of alkylated propargyl products can be prepared from epimeric starting materials that are geared to give a reversal in stereochemistry. Reactions can also be driven to give axial chiral allenes with selectable stereochemistry at a distal benzylic alcohol by shifting the reaction conditions. Choose the right gear to select your product! Details of this work can be found in the full paper on pages 4397–4408 (M. L. Sechi, M. Andrade, H. Foy, M. Pilkington, T. Dudding, C. Metallinos, Adv. Synth. Catal . 2020 , 362 , 4397–4408; DOI: 10.1002/adsc.202000574).