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Achieving Molecular Complexity by Organocatalytic One‐Pot Strategies—A Fast Entry for Synthesis of Sphingoids, Amino Sugars, and Polyhydroxylated α‐Amino Acids
Author(s) -
Jiang Hao,
Elsner Petteri,
Jensen Kim L.,
Falcicchio Aurelia,
Marcos Vanesa,
Jørgensen Karl Anker
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200901446
Subject(s) - simple (philosophy) , yield (engineering) , computer science , scheme (mathematics) , combinatorial chemistry , amino acid , sequence (biology) , chemistry , organic chemistry , mathematics , biochemistry , materials science , philosophy , mathematical analysis , epistemology , metallurgy
Simple complexity : By developing an organocatalyzed chiral leaving group strategy, molecular complexity was rapidly and efficiently achieved from simple starting materials. The 4,5‐disubstituted isoxazoline‐ N ‐oxide products, obtained in high yield and enantioselectivity from an organocatalyzed one‐pot, three‐step sequence, served as versatile building blocks for natural products (see scheme).